Substituted oxadiazoles for combating phytopathogenic fungi

ABSTRACT

The present invention relates to novel oxadiazoles of the formula I or an N-oxide and/or their agriculturally useful salts and to their use for controlling phytopathogenic fungi, or to a method for combating phytopathogenic harmful fungi, which process comprises treating the fungi or the materials, plants, the soil or seeds to be protected against fungal attack, with an effective amount of at least one compound of the formula I, or an N-oxide, or an agriculturally acceptable salt thereof; and to mixtures comprising at least one such compound and at least one further pesticidally active substance selected from the group consisting of herbicides, safeners, fungicides, insecticides, and plant growth regulators; and to agrochemical compositions comprising at least one such compound and to agrochemical compositions further comprising seeds.

This application is a National Stage application of InternationalApplication No. PCT/EP2016/075947, filed on Oct. 27, 2016. Thisapplication also claims priority under 35U.S.C. § 119 to European PatentApplication No. 15193209.2, filed Nov. 5, 2015.

The present invention relates to novel oxadiazoles of the formula I, oran N-oxide and/or their agriculturally useful salts and to their use forcontrolling phytopathogenic fungi, or to a method for combatingphytopathogenic harmful fungi, which process comprises treating thefungi or the materials, plants, the soil or seeds to be protectedagainst fungal attack, with an effective amount of at least one compoundof the formula I, or an N-oxide, or an agriculturally acceptable saltthereof; and to mixtures comprising at least one such compound and atleast one further pesticidally active substance selected from the groupconsisting of herbicides, safeners, fungicides, insecticides, and plantgrowth regulators; and to agrochemical compositions comprising at leastone such compound and to agrochemical compositions further comprisingseeds.

WO 2003/059903 relates to N-(pyridine-4-yl)phenylacetamide compounds andto their use for combating phytopathogenic microorganisms. U.S. Pat. No.4,871,753 A relates to 3-phenyl-5-trifluoro-methyl-oxadiazolederivatives and to their use to combat phytopathogenic microorganisms.WO 2013/008162 and WO 2013/066835 describe trifluoromethyloxadiazolederivatives with histone deacetylase (HDAC) inhibitory activity andtheir medical use, particularly in the treatment of Huntington'sdisease, muscle atrophy, diabetes/metabolic syndrome and disordersassociated with abnormal cell proliferation, differentiation andsurvival, e.g. breast and prostate tumors. WO 2015/185485 was publishedafter the date of filing of the present application and describes theuse of certain substituted oxadiazoles for combating phytopathogenicfungi.

In many cases, in particular at low application rates, the fungicidalactivity of known fungicidal compounds is unsatisfactory. Based on this,it was an object of the present invention to provide compounds havingimproved activity and/or a broader activity spectrum againstphytopathogenic fungi. This objective is achieved by the oxadiazoles ofthe formula I and/or their agriculturally useful salts for controllingphytopathogenic fungi.

The compounds according to the invention differ from those described inWO 2003/059903 in that the ring A of the arylacetamide group carries an1,2,4-oxadiazol-3-yl moiety, which is further substituted in 5-positionby a trifluoromethyl group.

Accordingly, the present invention relates to the use of compounds ofthe formula I, or the N-oxides, or the agriculturally acceptable saltsthereof, for combating phytopathogenic harmful fungi

wherein:

-   A is phenyl or a 5- or 6-membered aromatic heterocycle, wherein the    ring member atoms of the aromatic heterocycle include besides carbon    atoms 1, 2, 3 or 4 heteroatoms selected from N, O and S as ring    member atoms; and wherein the cyclic groups A are unsubstituted or    substituted by 1, 2, 3 or 4 identical or different groups R^(A);    wherein    -   R^(A) is halogen, cyano, diC₁-C₆-alkylamino, C₁-C₆-alkyl,        C₁-C₆-alkoxy, C₁-C₆-alkylthio, C₁-C₆-alkylsulfinyl,        C₁-C₆-alkylsulfonyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,        C₃-C₈-cycloalkyl or C₃-C₈-cycloalkoxy; and wherein any of the        aliphatic or cyclic moieties are unsubstituted or substituted by        1, 2, 3, 4 or up to the maximum possible number of identical or        different groups R^(a); wherein        -   R^(a) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,            C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylthio,            C₁-C₆-haloalkylthio or C₃-C₈-cycloalkyl or            C₁-C₄-alkoxy-C₁-C₄-alkyl;-   L is —C(═O)—, —C(═S)— or —S(═O)_(p)—;-   p is 0, 1 or 2;-   R¹, R² independently of each other are hydrogen, C₁-C₆-alkyl,    C₁-C₆-alkoxy, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,    C₃-C₈-cycloalkenyl, —C(═O)—(C₁-C₆-alkyl), —C(═O)—(C₁-C₆-alkoxy),    C₁-C₆-alkoxyimino-C₁-C₄-alkyl, C₂-C₆-alkenyloxyimino-C₁-C₄-alkyl,    C₂-C₆-alkynyloxyimino-C₁-C₄-alkyl, aminocarbonyl-C₁-C₆-alkyl,    C₃-C₆-cycloalkyl-C₁-C₄-alkyl, phenyl-C₁-C₄-alkyl,    heteroaryl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl, phenyl, naphthyl    or a 3- to 10-membered saturated, partially unsaturated or aromatic    mono- or bicyclic heterocycle, wherein the ring member atoms of said    mono- or bicyclic heterocycle include besides carbon atoms further    1, 2, 3 or 4 heteroatoms selected from N, O and S as ring member    atoms and wherein 1 or 2 carbon ring member atoms of the heterocycle    may be replaced by 1 or 2 groups independently selected from C(═O)    and C(═S); and wherein the heteroaryl group in    heteroaryl-C₁-C₄-alkyl is a 5- or 6-membered aromatic heterocycle,    wherein the ring member atoms of the heterocyclic ring include    besides carbon atoms 1, 2, 3 or 4 heteroatoms selected from N, O and    S as ring member atoms; and wherein the heterocyclyl group in    heterocyclyl-C₁-C₄-alkyl is a 3- to 10-membered saturated, partially    unsaturated mono- or bicyclic heterocycle, wherein the ring member    atoms of said mono- or bicyclic heterocycle include besides carbon    atoms further 1, 2, 3 or 4 heteroatoms selected from N, O and S as    ring member atoms and wherein 1 or 2 carbon ring member atoms of the    heterocycle may be replaced by 1 or 2 groups independently selected    from C(═O) and C(═S); and wherein any of the aliphatic or cyclic    groups are unsubstituted or substituted by 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(1a);-   or R¹ and R² together with the nitrogen atom to which they are bound    form a saturated or partially unsaturated mono- or bicyclic 3- to    10-membered heterocycle, wherein the heterocycle includes beside one    nitrogen atom and one or more carbon atoms no further heteroatoms or    1, 2 or 3 further heteroatoms independently selected from N, O and S    as ring member atoms; and wherein one or two CH₂ groups of the    heterocycle may be replaced by one or two groups independently    selected from the group of C(═O) and C(═S); and wherein the    heterocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(1a);    wherein    -   R^(1a) is halogen, cyano, OH, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl,        NHSO₂—C₁-C₄-alkyl, —(C═O)—C₁-C₄-alkyl, —C(═O)—C₁-C₄-alkoxy,        C₁-C₆-alkylsulfonyl, hydroxyC₁-C₄-alkyl, —C(═O)—NH₂,        —C(═O)—NH(C₁-C₄-alkyl), C₁-C₄-alkylthio-C₁-C₄-alkyl,        aminoC₁-C₄-alkyl, C₁-C₄-alkylamino-C₁-C₄-alkyl,        diC₁-C₄-alkylamino-C₁-C₄-alkyl, aminocarbonyl-C₁-C₄-alkyl or        C₁-C₄-alkoxy-C₁-C₄-alkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated, monocyclic 3- to 5-membered    heterocycle or carbocycle, wherein the heterocycle includes beside    carbon atoms 1 or 2 heteroatoms independently selected from N, O and    S as ring member atoms; and wherein the vinyl group, the heterocycle    or the carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to    the maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

Agriculturally acceptable salts of the compounds of the formula Iencompass especially the salts of those cations or the acid additionsalts of those acids whose cations and anions, respectively, have noadverse effect on the fungicidal action of the compounds I. Suitablecations are thus in particular the ions of the alkali metals, preferablysodium and potassium, of the alkaline earth metals, preferably calcium,magnesium and barium, of the transition metals, preferably manganese,copper, zinc and iron, and also the ammonium ion which, if desired, maycarry one to four C₁-C₄-alkyl substituents and/or one phenyl or benzylsubstituent, preferably diisopropylammonium, tetramethylammonium,tetrabutylammonium, trimethylbenzylammonium, furthermore phosphoniumions, sulfonium ions, preferably tri(C₁-C₄-alkyl)sulfonium, andsulfoxonium ions, preferably tri(C₁-C₄-alkyl)sulfoxonium.

Anions of acceptable acid addition salts are primarily chloride,bromide, fluoride, hydrogensulfate, sulfate, dihydrogenphosphate,hydrogenphosphate, phosphate, nitrate, bicarbonate, carbonate,hexafluorosilicate, hexafluorophosphate, benzoate, and the anions ofC₁-C₄-alkanoic acids, preferably formate, acetate, propionate andbutyrate. They can be formed by reacting a compound I with an acid ofthe corresponding anion, preferably of hydrochloric acid, hydrobromicacid, sulfuric acid, phosphoric acid or nitric acid.

Compounds of the formula I can exist as one or more stereoisomers. Thevarious stereoisomers include enantiomers, diastereomers, atropisomersarising from restricted rotation about a single bond of asymmetricgroups and geometric isomers. They also form part of the subject matterof the present invention. One skilled in the art will appreciate thatone stereoisomer may be more active and/or may exhibit beneficialeffects when enriched relative to the other stereoisomer(s) or whenseparated from the other stereoisomer(s). Additionally, the skilledartisan knows how to separate, enrich, and/or to selectively preparesaid stereoisomers. The compounds of the invention may be present as amixture of stereoisomers, e.g. a racemate, individual stereoisomers, oras an optically active form. Compounds of the formula I can be presentin different crystal modifications whose biological activity may differ.They also form part of the subject matter of the present invention.

In respect of the variables, the embodiments of the intermediatesobtained during preparation of compounds I correspond to the embodimentsof the compounds of formula I. The term “compounds I” refers tocompounds of formula I.

In the definitions of the variables given above, collective terms areused which are generally representative for the substituents inquestion. The term “C_(n)-C_(m)” indicates the number of carbon atomspossible in each case in the substituent or substituent moiety inquestion.

The term “halogen” refers to fluorine, chlorine, bromine and iodine.

The term “C₁-C₆-alkyl” refers to a straight-chained or branchedsaturated hydrocarbon group having 1 to 6 carbon atoms, for examplemethyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl,2-methylpropyl, and 1,1-dimethylethyl.

The term “C₁-C₆-haloalkyl” refers to a straight-chained or branchedalkyl group having 1 to 6 carbon atoms (as defined above), wherein someor all of the hydrogen atoms in these groups may be replaced by halogenatoms as mentioned above, for example chloromethyl, bromomethyl,dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl,trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl,chlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl,2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl,2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl,2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl and pentafluoroethyl,2-fluoropropyl, 3-fluoropropyl, 2,2-difluoropropyl, 2,3-difluoropropyl,2-chloropropyl, 3-chloropropyl, 2,3-dichloropropyl, 2-bromopropyl,3-bromopropyl, 3,3,3-trifluoropropyl, 3,3,3-trichloropropyl, CH₂—C₂F₅,CF₂—C₂F₅, CF(CF₃)₂, 1-(fluoromethyl)-2-fluoroethyl,1-(chloromethyl)-2-chloroethyl, 1-(bromomethyl)-2-bromoethyl,4-fluorobutyl, 4-chlorobutyl, 4-bromobutyl or nonafluorobutyl.

The term “C₁-C₆-alkoxy” refers to a straight-chain or branched alkylgroup having 1 to 6 carbon atoms (as defined above) which is bonded viaan oxygen, at any position in the alkyl group, for example methoxy,ethoxy, n-propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy,2-methylpropoxy or 1,1-dimethylethoxy.

The term “C₁-C₆-haloalkoxy” refers to a C₁-C₆-alkoxy group as definedabove, wherein some or all of the hydrogen atoms may be replaced byhalogen atoms as mentioned above, for example, OCH₂F, OCHF₂, OCF₃,OCH₂Cl, OCHCl₂, OCCl₃, chlorofluoromethoxy, dichlorofluoromethoxy,chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy,2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy,2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy,2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, OC₂F₅,2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy,2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy,2,3-dichloropropoxy, 2-bromopropoxy, 3-bromopropoxy,3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH₂—C₂F₅, OCF₂—C₂F₅,1-(CH₂F)-2-fluoroethoxy, 1-(CH₂Cl)-2-chloroethoxy,1-(CH₂Br)-2-bromo¬ethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxyor nonafluorobutoxy.

The terms “phenyl-C₁-C₄-alkyl or heteroaryl-C₁-C₄-alkyl” refer to alkylhaving 1 to 4 carbon atoms (as defined above), wherein one hydrogen atomof the alkyl radical is replaced by a phenyl or hetereoaryl radicalrespectively.

The term “C₁-C₄-alkoxy-C₁-C₄-alkyl” refers to alkyl having 1 to 4 carbonatoms (as defined above), wherein one hydrogen atom of the alkyl radicalis replaced by a C₁-C₄-alkoxy group (as defined above). Likewise, theterm “C₁-C₄-alkylthio-C₁-C₄-alkyl” refers to alkyl having 1 to 4 carbonatoms (as defined above), wherein one hydrogen atom of the alkyl radicalis replaced by a C₁-C₄-alkylthio group.

The term “C₁-C₆-alkylthio” as used herein refers to straight-chain orbranched alkyl groups having 1 to 6 carbon atoms (as defined above)bonded via a sulfur atom. Accordingly, the term “C₁-C₆-haloalkylthio” asused herein refers to straight-chain or branched haloalkyl group having1 to 6 carbon atoms (as defined above) bonded through a sulfur atom, atany position in the haloalkyl group.

The term “C₁-C₆-alkylsulfinyl” refers to straight-chain or branchedalkyl groups having 1 to 6 carbon atoms (as defined above) bondedthrough a —S(═O)— moiety, at any position in the alkyl group, forexample methylsulfinyl and ethylsulfinyl, and the like. Accordingly, theterm “C₁-C₆-haloalkylsulfinyl” refers to straight-chain or branchedhaloalkyl group having 1 to 6 carbon atoms (as defined above), bondedthrough a —S(═O)— moiety, at any position in the haloalkyl group.

The term “C₁-C₆-alkylsulfonyl” refers to straight-chain or branchedalkyl groups having 1 to 6 carbon atoms (as defined above), bondedthrough a —S(═O)₂— moiety, at any position in the alkyl group, forexample methylsulfonyl. Accordingly, the term “C₁-C₆-haloalkylsulfonyl”refers to straight-chain or branched haloalkyl group having 1 to 6carbon atoms (as defined above), bonded through a —S(═O)₂— moiety, atany position in the haloalkyl group.

The term “hydroxyC₁-C₄-alkyl” refers to alkyl having 1 to 4 carbonatoms, wherein one hydrogen atom of the alkyl radical is replaced by aOH group.

The term “aminoC₁-C₄-alkyl” refers to alkyl having 1 to 4 carbon atoms,wherein one hydrogen atom of the alkyl radical is replaced by a NH₂group.

The term “diC₁-C₆-alkylamino” refers to an amino group, which issubstituted by two residues independently selected from the group thatis defined by the term C₁-C₆-alkyl.

The term “C₁-C₄-alkylamino-C₁-C₄-alkyl” refers to refers to alkyl having1 to 4 carbon atoms (as defined above), wherein one hydrogen atom of thealkyl radical is replaced by a C₁-C₄-alkyl-NH— group which is boundthrough the nitrogen. Likewise the term “diC₁-C₄-alkylamino-C₁-C₄-alkyl”refers to refers to alkyl having 1 to 4 carbon atoms (as defined above),wherein one hydrogen atom of the alkyl radical is replaced by a(C₁-C₄-alkyl)₂N— group which is bound through the nitrogen.

The term “aminocarbonyl-C₁-C₆-alkyl” refers to alkyl having 1 to 6carbon atoms, wherein one hydrogen atom of the alkyl radical is replacedby a —(C═O)—NH₂ group.

The term “C₂-C₆-alkenyl” refers to a straight-chain or branchedunsaturated hydrocarbon radical having 2 to 6 carbon atoms and a doublebond in any position, such as ethenyl, 1-propenyl, 2-propenyl (allyl),1-methylethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl,2-methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl.

The term “C₂-C₆-alkynyl” refers to a straight-chain or branchedunsaturated hydrocarbon radical having 2 to 6 carbon atoms andcontaining at least one triple bond, such as ethynyl, 1-propynyl,2-propynyl (propargyl), 1-butynyl, 2-butynyl, 3-butynyl,1-methyl-2-propynyl.

The term “C₃-C₈-cycloalkyl” refers to monocyclic saturated hydrocarbonradicals having 3 to 8 carbon ring members such as cyclopropyl (C₃H₅),cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl or cyclooctyl.

The term “C₃-C₈-cycloalkyloxy” refers to a cycloalkyl radical having 3to 8 carbon atoms (as defined above), which is bonded via an oxygen.

The term “—C(═O)—C₁-C₄-alkyl” refers to a radical which is attachedthrough the carbon atom of the C(═O) group as indicated by the numbervalence of the carbon atom. Likewise the term “—C(═O)—NH(C₁-C₄-alkyl)”refers to a radical which is attached through the carbon atom of theC(═O) group.

The term “C₁-C₄-alkoxyimino” refers to a divalent imino radical(C₁-C₄-alkyl-O—N═) carrying one C₁-C₄-alkoxy group as substituent, e.g.methylimino, ethylimino, propylimino, 1-methylethylimino, butylimino,1-methylpropylimino, 2-methylpropylimino, 1,1-dimethylethylimino and thelike.

The term “C₁-C₆-alkoxyimino-C₁-C₄-alkyl” refers to alkyl having 1 to 4carbon atoms, wherein two hydrogen atoms of one carbon atom of the alkylradical are replaced by a divalent C₁-C₆-alkoxyimino radical(C₁-C₆-alkyl-O—N═) as defined above.

The term “C₂-C₆-alkenyloxyimino-C₁-C₄-alkyl” refers to alkyl having 1 to4 carbon atoms, wherein two hydrogen atoms of one carbon atom of thealkyl radical are replaced by a divalent C₂-C₆-alkenyloxyimino radical(C₂-C₆-alkenyl-O—N═).

The term “C₂-C₆-alkynyloxyimino-C₁-C₄-alkyl” refers to alkyl having 1 to4 carbon atoms, wherein two hydrogen atoms of one carbon atom of thealkyl radical are replaced by a divalent C₂-C₆-alkynyloxyimino radical(C₂-C₆-alkynyl-O—N═).

The term “aliphatic” refers to compounds or radicals composed of carbonand hydrogen and which are non-aromatic compounds. An alicyclic compoundor radical is an organic compound that is both aliphatic and cyclic.They contain one or more all-carbon rings which may be either saturatedor unsaturated, but do not have aromatic character.

The terms “cyclic moiety” or “cyclic group” refer to a radical which isan alicyclic ring or an aromatic ring, such as, for example, phenyl orheteroaryl.

The term “vinyl group” refers to a group wherein two radicals togetherwith the carbon atom to which they are both bound (denoted as C#) form avinyl group (C#=CH₂).

The term “and wherein any of the aliphatic or cyclic groups areunsubstituted or substituted by 1, 2, 3, 4 or up to the maximum possiblenumber of identical or different groups R^(1a)” refers to aliphaticgroups, cyclic groups and groups, which contain an aliphatic and acyclic moiety in one group, such as in, for example, phenyl-C₁-C₄-alkyl;therefore a group which contains an aliphatic and a cyclic moiety bothof these moieties may be substituted or unsubstituted independently ofeach other.

The term “heteroaryl” refers to aromatic monocyclic or polycyclic ringsystems including besides carbon atoms, 1, 2, 3 or 4 heteroatomsindependently selected from the group consisting of N, O and S.

The term “phenyl” refers to an aromatic ring system including six carbonatoms (commonly referred to as benzene ring).

The term “saturated or partially unsaturated 3-, 4- 5-, 6- or 7-memberedcarbocycle” is to be understood as meaning both saturated or partiallyunsaturated carbocycles having 3, 4, 5, 6 or 7 ring members. Examplesinclude cyclopropyl, cyclopentyl, cyclopentenyl, cyclopentadienyl,cyclohexyl, cyclohexenyl, cyclohexadienyl, cycloheptyl, cycloheptenyl,cycloheptadienyl, and the like.

The term “3- to 10-membered saturated, partially unsaturated or aromaticmono- or bicyclic heterocycle, wherein the ring member atoms of saidmono- or bicyclic heterocycle include besides carbon atoms further 1, 2,3 or 4 heteroatoms selected from N, O and S as ring member atoms”, is tobe understood as meaning both, aromatic mono- and bicyclicheteroaromatic ring systems, and also saturated and partiallyunsaturated heterocycles and is synonymous with the meaning of the term“heterocyclyl” (also referred to as “heterocyclyl” radical, whenassociated with a C₁-C₄-alkyl group), for example:

a 3- or 4-membered saturated heterocycle which contains 1 or 2heteroatoms from the group consisting of N, O and S as ring members suchas oxirane, aziridine, thiirane, oxetane, azetidine, thiethane,[1,2]dioxetane, [1,2]dithietane, [1,2]diazetidine;

and a 5- or 6-membered saturated or partially unsaturated heterocyclewhich contains 1, 2 or 3 heteroatoms from the group consisting of N, Oand S as ring members such as 2-tetrahydrofuranyl, 3-tetrahydrofuranyl,2-tetrahydrothienyl, 3-tetrahydrothienyl, 2-pyrrolidinyl,3-pyrrolidinyl, 3-isoxazolidinyl, 4-isoxazolidinyl, 5-isoxazolidinyl,3-isothiazolidinyl, 4-isothiazolidinyl, 5-isothiazolidinyl,3-pyrazolidinyl, 4-pyrazolidinyl, 5-pyrazolidinyl, 2-oxazolidinyl,4-oxazolidinyl, 5-oxazolidinyl, 2-thiazolidinyl, 4-thiazolidinyl,5-thiazolidinyl, 2-imidazolidinyl, 4-imidazolidinyl,1,2,4-oxadiazolidin-3-yl, 1,2,4-oxadiazolidin-5-yl,1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl,1,2,4-triazolidin-3-yl, 1,3,4-oxadiazolidin-2-yl,1,3,4-thiadiazolidin-2-yl, 1,3,4-triazolidin-2-yl, 2,3-dihydrofur-2-yl,2,3-dihydrofur-3-yl, 2,4-dihydrofur-2-yl, 2,4-dihydrofur-3-yl,2,3-dihydrothien-2-yl, 2,3-dihydrothien-3-yl, 2,4-dihydrothien-2-yl,2,4-dihydrothien-3-yl, 2-pyrrolin-2-yl, 2-pyrrolin-3-yl,3-pyrrolin-2-yl, 3-pyrrolin-3-yl, 2-isoxazolin-3-yl, 3-isoxazolin-3-yl,4-isoxazolin-3-yl, 2-isoxazolin-4-yl, 3-isoxazolin-4-yl,4-isoxazolin-4-yl, 2-isoxazolin-5-yl, 3-isoxazolin-5-yl,4-isoxazolin-5-yl, 2-isothiazolin-3-yl, 3-isothiazolin-3-yl,4-isothiazolin-3-yl, 2-isothiazolin-4-yl, 3-isothiazolin-4-yl,4-isothiazolin-4-yl, 2-isothiazolin-5-yl, 3-isothiazolin-5-yl,4-isothiazolin-5-yl, 2,3-dihydropyrazol-1-yl, 2,3-dihydropyrazol-2-yl,2,3-dihydropyrazol-3-yl, 2,3-dihydropyrazol-4-yl,2,3-dihydropyrazol-5-yl, 3,4-dihydropyrazol-1-yl,3,4-dihydropyrazol-3-yl, 3,4-dihydropyrazol-4-yl,3,4-dihydropyrazol-5-yl, 4,5-dihydropyrazol-1-yl,4,5-dihydropyrazol-3-yl, 4,5-dihydropyrazol-4-yl,4,5-dihydropyrazol-5-yl, 2,3-dihydrooxazol-2-yl, 2,3-dihydrooxazol-3-yl,2,3-dihydrooxazol-4-yl, 2,3-dihydrooxazol-5-yl, 3,4-dihydrooxazol-2-yl,3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl, 3,4-dihydrooxazol-5-yl,3,4-dihydrooxazol-2-yl, 3,4-dihydrooxazol-3-yl, 3,4-dihydrooxazol-4-yl,2-piperidinyl, 3-piperidinyl, 4-piperidinyl, 1,3-dioxan-5-yl,2-tetrahydropyranyl, 4-tetrahydropyranyl, 2-tetrahydrothienyl,3-hexahydropyridazinyl, 4-hexahydropyridazinyl, 2-hexahydropyrimidinyl,4-hexahydropyrimidinyl, 5-hexahydropyrimidinyl, 2-piperazinyl,1,3,5-hexahydrotriazin-2-yl and 1,2,4-hexahydrotriazin-3-yl and also thecorresponding-ylidene radicals; and

a 7-membered saturated or partially unsaturated heterocycle such astetra- and hexahydroazepinyl, such as2,3,4,5-tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or -7-yl,3,4,5,6-tetrahydro[2H]azepin-2-,-3-,-4-,-5-,-6- or -7-yl,2,3,4,7-tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or -7-yl,2,3,6,7-tetrahydro[1H]azepin-1-,-2-,-3-,-4-,-5-,-6- or -7-yl,hexahydroazepin-1-,-2-,-3- or -4-yl, tetra- and hexahydrooxepinyl suchas 2,3,4,5-tetrahydro[1H]oxepin-2-,-3-,-4-,-5-,-6- or -7-yl,2,3,4,7-tetrahydro[1H]oxepin-2-,-3-,-4-,-5-,-6- or -7-yl,2,3,6,7-tetrahydro[1H]oxepin-2-, -3-,-4-,-5-,-6- or -7-yl,hexahydroazepin-1-,-2-,-3- or -4-yl, tetra- andhexahydro-1,3-diazepinyl, tetra- and hexahydro-1,4-diazepinyl, tetra-and hexahydro-1,3-oxazepinyl, tetra- and hexahydro-1,4-oxazepinyl,tetra- and hexahydro-1,3-dioxepinyl, tetra- and hexahydro-1,4-dioxepinyland the corresponding-ylidene radicals; and

the term “5- or 6-membered heteroaryl” or the term “5- or 6-memberedaromatic heterocycle” refer to aromatic ring systems including besidescarbon atoms, 1, 2, 3 or 4 heteroatoms independently selected from thegroup consisting of N, O and S, for example, a 5-membered heteroarylsuch as pyrrol-1-yl, pyrrol-2-yl, pyrrol-3-yl, thien-2-yl, thien-3-yl,furan-2-yl, furan-3-yl, pyrazol-1-yl, pyrazol-3-yl, pyrazol-4-yl,pyrazol-5-yl, imidazol-1-yl, imidazol-2-yl, imidazol-4-yl,imidazol-5-yl, oxazol-2-yl, oxazol-4-yl, oxazol-5-yl, isoxazol-3-yl,isoxazol-4-yl, isoxazol-5-yl, thiazol-2-yl, thiazol-4-yl, thiazol-5-yl,isothiazol-3-yl, isothiazol-4-yl, isothiazol-5-yl, 1,2,4-triazolyl-1-yl,1,2,4-triazol-3-yl 1,2,4-triazol-5-yl, 1,2,4-oxadiazol-3-yl,1,2,4-oxadiazol-5-yl and 1,2,4-thiadiazol-3-yl, 1,2,4-thiadiazol-5-yl;or

a 6-membered heteroaryl, such as pyridin-2-yl, pyridin-3-yl,pyridin-4-yl, pyridazin-3-yl, pyridazin-4-yl, pyrimidin-2-yl,pyrimidin-4-yl, pyrimidin-5-yl, pyrazin-2-yl and 1,3,5-triazin-2-yl and1,2,4-triazin-3-yl.

In respect of the variables, the embodiments of the intermediatescorrespond to the embodiments of the compounds I. Preference is given tothose compounds I and, where applicable, also to compounds of allsub-formulae provided herein, e. g. formulae (I.1) to (I.16), whereinvariables such as R¹, R², R³, R⁴, L, A, R^(A), R^(a), R^(1a), R^(3a) andp have independently of each other or more preferably in combination(any possible combination of 2 or more substituents as defined herein)the following meanings:

In one aspect of the invention A is phenyl which is unsubstituted orsubstituted by 1, 2, 3 or 4 identical or different groups R^(A) asdefined or preferably defined herein and wherein the group —CR³R⁴— isattached to the phenyl ring in para-position with regard to thetrifluoromethyloxadiazole group.

In a further aspect of the invention A is phenyl which is substituted by1 or 2 identical or different groups R^(A) as defined or preferablydefined herein and wherein the group —CR³R⁴— is attached to the phenylring in para-position with regard to the trifluoromethyloxadiazolegroup.

In another aspect of the invention A is phenyl which is unsubstitutedand wherein the group —CR³R⁴— is attached to the phenyl ring inpara-position with regard to the trifluoromethyloxadiazole group.

In a further aspect of the invention A is phenyl which is substituted by1 or 2 identical or different groups R^(A) as defined or preferablydefined herein and wherein the group —CR³R⁴— is attached to the phenylring in meta-position with regard to the trifluoromethyloxadiazolegroup.

In another aspect of the invention A is phenyl which is unsubstitutedand wherein the group —CR³R⁴— is attached to the phenyl ring inmeta-position with regard to the trifluoromethyloxadiazole group.

In one embodiment A is a 6-membered aromatic heterocycle, wherein thering member atoms of the aromatic heterocycle include besides carbonatoms 1 or 2 nitrogen atoms as ring member atoms; and wherein thearomatic heterocycle is unsubstituted or substituted by 1 or 2 identicalor different groups R^(A) as defined or preferably defined herein.

In a further embodiment A is a 6-membered aromatic heterocycle, whereinthe ring member atoms of the aromatic heterocycle include besides carbonatoms 1 or 2 nitrogen atoms as ring member atoms; and wherein thearomatic heterocycle is unsubstituted or substituted by 1 or 2 identicalor different groups R^(A) as defined or preferably defined herein; andwherein the group —CR³R⁴— is attached to the 6-membered aromaticheterocycle in para-position with regard to thetrifluoromethyloxadiazole group.

In a further embodiment A is a 6-membered aromatic heterocycle, whereinthe ring member atoms of the aromatic heterocycle include besides carbonatoms 1 or 2 nitrogen atoms as ring member atoms; and wherein thearomatic heterocycle is unsubstituted and wherein the group —CR³R⁴— isattached to the 6-membered aromatic heterocycle in para-position withregard to the trifluoromethyloxadiazole group.

In a further preferred embodiment A is a 5-membered aromaticheterocycle, in particular a thiophene ring, more particularly a2,5-thiophenyl ring, wherein the ring member atoms of the heterocycleinclude besides carbon atoms 1, 2, 3 or 4 heteroatoms selected from N, Oand S as ring member atoms; and wherein the cyclic groups A areunsubstituted or substituted by 1 or 2 identical or different groupsR^(A) as defined or preferably defined herein.

In a further preferred embodiment A is a 5-membered aromaticheterocycle, wherein the ring member atoms of the heterocycle includebesides carbon atoms 1, 2, 3 or 4 heteroatoms selected from N, O and Sas ring member atoms; and wherein the cyclic groups A are unsubstituted.

In one embodiment the invention relates to the use of compounds of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof for combating phytopathogenic harmful fungi, wherein the cyclicmoiety A is defined as in subformulae (A.1) to (A.29),

wherein #1 denotes the position which is bound to thetrifluoromethyloxadiazole moiety and #2 denotes the position, which isconnected to the —CR³R⁴— group of compounds of the formula I; andwherein the cyclic moiety A is unsubstituted or substituted by 1 or 2identical or different groups R^(A) and wherein R^(A) is as defined orpreferably defined herein. In another embodiment the cyclic moieties Aas defined in any one of subformulae (A.1) to (A.29) is unsubstituted orsubstituted by 1 or 2 identical or different groups R^(A); and whereinR^(A) is chlorine, fluorine or methyl. In a preferred embodiment thecyclic moiety A as defined in any one of subformulae (A.1) to (A.29) isunsubstituted.

In a preferred embodiment of the invention R^(A) is halogen, cyano,C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyl, C₂-C₆-alkynyl orC₃-C₈-cycloalkyl; and wherein any of the aliphatic and cyclic moietiesare unsubstituted or substituted by 1, 2, 3 or 4 or up to the maximumpossible number of identical oror 4 or up to the maximum possible numberof identical or different groups R^(a) as defined or preferably definedherein. In another preferred embodiment of the invention R^(A) ishalogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyl, C₂-C₆-alkynylor C₃-C₈-cycloalkyl; and wherein any of the the aliphatic and cyclicmoieties are unsubstituted or substituted by 1, 2, 3 or 4 or up to themaximum possible number of identical or 4 or up to the maximum possiblenumber of identical or different groups selected from halogen, cyano,C₁-C₆-alkyl, C₁-C₆-alkoxy and C₃-C₈-cycloalkyl; in particular fluorine.

More preferably R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy or C₁-C₆-haloalkoxy; in particular halogen, C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy or C₁-C₆-haloalkoxy; more particularlychlorine, fluorine, methyl, methoxy, trifluoromethyl, trifluoromethoxy,difluoromethy or difluoromethoxy. In a more preferable embodiment R^(A)is chlorine, fluorine or methyl.

R^(a) according to the invention is halogen, cyano, C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylthio,C₁-C₆-haloalkylthio or C₃-C₈-cycloalkyl. In a preferred embodiment ofthe invention R^(a) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy orC₃-C₈-cycloalkyl. More preferably R^(a) is halogen, in particularfluorine.

In a further embodiment R¹ and R² independently of each other arehydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,C₃-C₈-cycloalkenyl, C₃-C₈-cycloalkyl-C₁-C₄-alkyl, phenyl-C₁-C₄-alkyl,heterocyclyl-C₁-C₄-alkyl, phenyl; and wherein the aliphatic and thecyclic groups are unsubstituted or substituted by 1, 2, 3, 4 or up tothe maximum possible number of identical or different groups R^(1a) asdefined herein.

In one aspect of the invention R¹ and R² independently of each other arehydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₀₆-alkynyl, C₃-C₈-cycloalkyl,C₃-C₈-cycloalkenyl, C₃-C₈-cycloalkyl-C₁-C₄-alkyl; and wherein any of thealiphatic or cyclic groups are unsubstituted or substituted by 1, 2, 3,4 or up to the maximum possible number of identical or different groupsR^(1a) as defined or preferably defined herein.

In a further aspect of the invention R¹ is hydrogen, C₁-C₆-alkyl,C₂-C₆-alkenyl or C₂-C₆-alkynyl and R² is phenyl-C₁-C₄-alkyl,heteroaryl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl, phenyl, heterocyclylor heteroaryl; and wherein the heteroaryl group is a 5- or 6-memberedaromatic heterocycle wherein the ring includes besides carbon atoms 1,2, 3 or 4 heteroatoms selected from N, O and S as ring member atoms; andwherein any of the aliphatic or cyclic groups are unsubstituted orsubstituted by 1, 2, 3, 4 or up to the maximum possible number ofidentical or different groups R^(1a) as defined or preferably definedherein.

In one embodiment R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl and R² is C₁-C₆-alkoxyimino-C₁-C₄-alkyl,C₂-C₆-alkenyloxyimino-C₁-C₄-alkyl, C₂-C₆-alkynyloxyimino-C₁-C₄-alkyl,aminocarbonyl-C₁-C₆-alkyl, wherein any of the aliphatic groups areunsubstituted or carry 1, 2, 3, 4 or up to the maximum possible numberof identical or different groups R^(1a) as defined or preferably definedherein.

In one embodiment R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl and R² is heterocyclyl, heterocyclyl-C₁-C₄-alkyl, whereinthe heterocyclyl group is unsubstituted or carries 1, 2, 3, 4 or up tothe maximum possible number of identical or different groups R^(1a) asdefined or preferably defined herein.

In one embodiment R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl and R² is C₃-C₈-cycloalkyl, C₃-C₆-cycloalkyl-C₁-C₄-alkyl,wherein the cycloalkyl group is unsubstituted or carries 1, 2, 3, 4 orup to the maximum possible number of identical or different groupsR^(1a) as defined or preferably defined herein.

In one embodiment R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl and R² is C₁-C₆-alkyl, C₂-C₆-alkenyl or C₂-C₆-alkynyl,wherein the aliphatic groups are unsubstituted or carry 1, 2, 3, 4 or upto the maximum possible number of identical or different groups R^(1a)as defined or preferably defined herein.

In one embodiment R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl and R² is phenyl, a 5- or 6-membered aromatic heterocycle,phenyl-C₁-C₄-alkyl or heteroaryl-C₁-C₄-alkyl, wherein the ring memberatoms of the heterocyclic ring include besides carbon atoms 1, 2, 3 or 4heteroatoms selected from N, O and S as ring member atoms; and whereinany of the cyclic groups are unsubstituted or substituted by 1, 2, 3 or4 or up to the maximum possible number of identical or different groupsR^(1a) as defined or preferably defined herein.

In one embodiment R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl and R² is phenyl-C₁-C₄-alkyl or heteroaryl-C₁-C₄-alkyl;wherein the heteroaryl group is a 5- or 6-membered aromatic heterocycle,wherein the ring member atoms of the aromatic heterocycle includebesides carbon atoms 1, 2, 3 or 4 heteroatoms selected from N, O and Sas ring member atoms; wherein any of the aliphatic or cyclic groups areunsubstituted or substituted by 1, 2, 3, 4 or up to the maximum possiblenumber of identical or different groups R^(1a) as defined or preferablydefined herein.

In one embodiment R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl and R² is phenyl or a 5- or 6-membered aromaticheterocycle, wherein the ring member atoms of the heterocyclic ringinclude besides carbon atoms 1, 2, 3 or 4 heteroatoms selected from N, Oand S as ring member atoms; and wherein any of the cyclic groups areunsubstituted or substituted by 1, 2, 3 or 4 or up to the maximumpossible number of identical or different groups R^(1a) as defined orpreferably defined herein.

In another aspect of the invention R¹ and R² together with the nitrogenatom to which they are bound form a saturated or partially unsaturated3- to 6-membered heterocycle, wherein the heterocycle includes besideone nitrogen atom and one or more carbon atoms no further heteroatoms or1, 2 or 3 further heteroatoms independently selected from N, O and S asring member atoms; and wherein one or two CH₂ groups of the heterocyclemay be replaced by one or two groups independently selected from thegroup of C(═O) and C(═S); and wherein the heterocycle is unsubstitutedor carries 1, 2, 3, 4 or up to the maximum possible number of identicalor different groups R^(1a) as defined or preferably defined herein.

In still another aspect of the invention R¹ and R² together with thenitrogen atom to which they are bound form a saturated or partiallyunsaturated 3- to 6-membered heterocycle, wherein the heterocycleincludes beside one nitrogen atom and one or more carbon atoms nofurther heteroatoms or one additional heteroatom selected from N, O andS as ring a member atom; and wherein the heterocycle is unsubstituted orcarries 1, 2, 3, 4 or up to the maximum possible number of identical ordifferent groups R^(1a) as defined or preferably defined herein.

In yet another aspect of the invention R¹ and R² together with thenitrogen atom to which they are bound form a saturated or partiallyunsaturated 3- to 6-membered heterocycle, wherein the heterocycleincludes beside one nitrogen atom no further heteroatoms; and whereinthe heterocycle is unsubstituted.

In one embodiment of the invention R^(1a) is halogen, cyano,C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy orC₃-C₈-cycloalkyl. In another preferred aspect of the invention R^(1a) ishalogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy orC₁-C₆-haloalkoxy. In another preferred aspect of the invention R^(1a) isfluorine, chlorine, cyano, methyl, methoxy, trifluoromethyl,trifluoromethoxy, difluoromethyl or difluoromethoxy. In a more preferredaspect of the invention R^(1a) is halogen or C₁-C₆-alkyl; particularlyfluorine, chlorine or methyl.

In one embodiment the invention relates to the use of compounds of theformula I, wherein R³ and R⁴ independently of each other are hydrogen,halogen, C₁-C₆-alkyl; or R³ and R⁴ together with the carbon atom towhich they are bound form a vinyl group or a saturated monocyclic 3- to5-membered heterocycle or carbocycle, wherein the heterocycle includesbeside one or more carbon atoms no heteroatoms or 1 or 2 heteroatomsindependently selected from N, O and S as ring member atoms; and whereinthe vinyl group, the heterocycle or the carbocycle is unsubstituted orcarries 1, 2, 3, 4 or up to the maximum possible number of identical ordifferent groups R^(3a); wherein R^(3a) is halogen, cyano orC₁-C₂-alkyl.

In another embodiment the invention relates to the use of compounds ofthe formula I, wherein R³ and R⁴ are both fluorine; or R³ and R⁴together with the carbon atom to which they are bound form a vinyl groupor a 3- or 4-membered carbocylic ring; and wherein the vinyl group orthe carbocylic ring is unsubstituted; or R³ and R⁴ together with thecarbon atom to which they are bound form a saturated 3-memberedheterocycle; wherein the heterocycle includes beside two carbon atomsone heteroatom selected from N, O and S as ring member atoms; andwherein the heterocycle is unsubstituted. In a further embodiment theinvention relates to the use of compounds of the formula I, wherein R³and R⁴ are independently of each other hydrogen, fluorine or methyl; orR³ and R⁴ together with the carbon atom to which they are bound form avinyl group or a 3-membered carbocylic ring and wherein the vinyl groupor the carbocylic ring is unsubstituted.

In one other aspect the invention relates to the use of compounds of theformula I, wherein R³ and R⁴ are independently of each other hydrogen,fluorine or methyl.

In another aspect the invention relates to the use of compounds of theformula I, wherein R³ and R⁴ together with the carbon atom to which theyare bound form a vinyl group or a saturated monocyclic 3-memberedcarbocycle, wherein the vinyl group or the carbocycle is unsubstituted.

In another aspect the invention relates to the use of compounds of theformula I, wherein R³ and R⁴ together with the carbon atom to which theyare bound form a 3-membered carbocylic ring, which is unsubstituted.

In another aspect the invention relates to the use of compounds of theformula I, wherein R³ and R⁴ are both methyl.

In another aspect the invention relates to the use of compounds of theformula I, wherein R³ and R⁴ are both fluorine.

In still another aspect the invention relates to the use of compounds ofthe formula I, wherein R³ and R⁴ are both hydrogen.

In one embodiment the invention relates to compounds of the formula I,wherein R³ and R⁴ independently of each other are hydrogen, halogen,cyano, C₁-C₆-alkyl; or R³ and R⁴ together with the carbon atom to whichthey are bound form a vinyl group or a saturated monocyclic 3- to5-membered heterocycle or carbocycle, wherein the heterocycle includesbeside carbon atoms 1 or 2 heteroatoms independently selected from N, Oand S as ring member atoms; and wherein the vinyl group, the heterocycleor the carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to themaximum possible number of identical or different groups R^(3a); whereinR^(3a) is halogen, cyano or C₁-C₂-alkyl; with the exception of compoundsof the formula I, wherein R³ and R⁴ are independently selected fromhydrogen or methyl, which means to exclude compounds, wherein the group—CR³R⁴— corresponds to any one of the groups —CH₂—, —CHCH₃— or—C(CH₃)₂—.

In another embodiment the invention relates to compounds of the formulaI, wherein R³ and R⁴ are both fluorine; or R³ and R⁴ together with thecarbon atom to which they are bound form a vinyl group or a 3- or4-membered carbocylic ring; and wherein the vinyl group or thecarbocylic ring is unsubstituted; or R³ and R⁴ together with the carbonatom to which they are bound form a saturated 3-membered heterocycle;wherein the heterocycle includes beside two carbon atoms one heteroatomselected from N, O and S as ring member atoms; and wherein theheterocycle is unsubstituted.

In a further preferred embodiment the invention relates to compounds ofthe formula I, wherein R³ and R⁴ are both fluorine; or R³ and R⁴together with the carbon atom to which they are bound form a vinyl groupor a 3-membered carbocylic ring and wherein the vinyl group or thecarbocylic ring is unsubstituted.

In one other aspect the invention relates to compounds of the formula I,wherein R³ is fluorine and R⁴ is hydrogen or methyl.

In another aspect the invention relates to compounds of the formula I,wherein R³ and R⁴ together with the carbon atom to which they are boundform a vinyl group or a saturated monocyclic 3-membered carbocycle,wherein the vinyl group or the carbocycle is unsubstituted.

In another aspect the invention relates to compounds of the formula I,wherein R³ and R⁴ are both fluorine.

In another aspect the invention relates to compounds of the formula I,wherein R³ and R⁴ together with the carbon atom to which they are boundform a 3-membered carbocylic ring; and wherein the 3-membered carbocylicring is unsubstituted.

In one embodiment R^(3a) is halogen, cyano or C₁-C₂-alkyl. In apreferred embodiment R^(3a) is fluorine, chlorine, cyano or methyl, inparticular fluorine.

In a further embodiment the invention relates to the use of compounds(I.1) of formula I, or the N-oxides, or the agriculturally acceptablesalts thereof for combating phytopathogenic harmful fungi, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy or        C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₃-C₈-cycloalkyl or C₃-C₈-cycloalkenyl;-   R² is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₄-alkyl, C₃-C₈-cycloalkenyl,    phenyl-C₁-C₄-alkyl, heteroaryl-C₁-C₄-alkyl,    heterocyclyl-C₁-C₄-alkyl, phenyl, heteroaryl or heterocyclyl; and    wherein the heteroaryl group is a 5- or 6-membered aromatic    heterocycle, wherein the ring includes besides carbon atoms 1, 2, 3    or 4 heteroatoms selected from N, O and S as ring member atoms; and    wherein any of the aliphatic or cyclic groups are unsubstituted or    substituted by 1, 2, 3, 4 or up to the maximum possible number of    identical or different radicals selected from the group consisting    of halogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy and C₃-C₈-cycloalkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated, monocyclic 3- to 5-membered    heterocycle or carbocycle, wherein the heterocycle includes beside    carbon atoms 1 or 2 heteroatoms independently selected from N, O and    S as ring member atoms; and wherein the vinyl group, the heterocycle    or the carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to    the maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

In a further embodiment the invention relates to the use of compounds(I.1), wherein A is (A.2). In a further embodiment the invention relatesto the use of compounds (I.1), wherein A is (A.2), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.1), wherein A is (A.2), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.1),wherein A is (A.2), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In another embodiment the invention relates to the use of compounds(I.1), wherein A is (A.4). In a further embodiment the invention relatesto the use of compounds (I.1), wherein A is (A.4), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.1), wherein A is (A.4), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.1),wherein A is (A.4), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In a further embodiment the invention relates to the use of compounds(I.2) of formula I, or the N-oxides, or the agriculturally acceptablesalts thereof for combating phytopathogenic harmful fungi, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy or        C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₃-C₈-cycloalkyl or C₃-C₈-cycloalkenyl;-   R² is phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl or    heteroaryl-C₁-C₄-alkyl; and wherein the heteroaryl group is a 5- or    6-membered aromatic heterocycle, wherein the ring includes besides    carbon atoms 1, 2, 3 or 4 heteroatoms selected from N, O and S as    ring member atoms; and wherein any of the aliphatic or cyclic groups    are unsubstituted or substituted by 1, 2, 3, 4 or up to the maximum    possible number of identical or different radicals selected from the    group consisting of halogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy and    C₃-C₈-cycloalkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

In a further embodiment the invention relates to the use of compounds(I.2), wherein A is (A.2). In a further embodiment the invention relatesto the use of compounds (I.2), wherein A is (A.2), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.2), wherein A is (A.2), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.2),wherein A is (A.2), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In another embodiment the invention relates to the use of compounds(I.2), wherein A is (A.4). In a further embodiment the invention relatesto the use of compounds (I.2), wherein A is (A.4), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.2), wherein A is (A.4), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.2),wherein A is (A.4), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In yet another embodiment the invention relates to the use of compounds(I.3) of formula I, or the N-oxides, or the agriculturally acceptablesalts thereof for combating phytopathogenic harmful fungi, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl or    C₃-C₈-cycloalkyl;-   R² is phenyl, heterocyclyl or heteroaryl; and wherein the heteroaryl    group is a 5- or 6-membered aromatic heterocycle, wherein the ring    includes besides carbon atoms 1, 2, 3 or 4 heteroatoms selected from    N, O and S as ring member atoms; and wherein any of the aliphatic or    cyclic groups are unsubstituted or substituted by 1, 2, 3, 4 or up    to the maximum possible number of identical or different radicals    selected from the group consisting of halogen, cyano, C₁-C₆-alkyl,    C₁-C₆-alkoxy and C₃-C₈-cycloalkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

In a further embodiment the invention relates to the use of compounds(I.3), wherein A is (A.2).

In a further embodiment the invention relates to the use of compounds(I.3), wherein A is (A.2), and wherein A is substituted by 1 group R^(A)as defined or preferably defined herein. In yet another embodiment theinvention relates to the use of compounds (I.3), wherein A is (A.2), andwherein A is unsubstituted. In still another embodiment the inventionrelates to the use of compounds (I.3), wherein A is (A.2), and wherein Ais unsubstituted, and wherein R³ and R⁴ are both hydrogen or bothfluorine or together with the carbon atom to which they are bound form a3-membered carbocylic ring, which is unsubstituted.

In another embodiment the invention relates to the use of compounds(I.3), wherein A is (A.4). In a further embodiment the invention relatesto the use of compounds (I.3), wherein A is (A.4), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.3), wherein A is (A.4), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.3),wherein A is (A.4), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In still another embodiment the invention relates to the use ofcompounds (I.4) of formula I, or the N-oxides, or the agriculturallyacceptable salts thereof for combating phytopathogenic harmful fungi,wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy or        C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹, R² independently of each other are hydrogen, C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,    C₃-C₈-cycloalkyl-C₁-C₄-alkyl or C₃-C₈-cycloalkenyl; and wherein the    aliphatic and the cyclic groups are unsubstituted or substituted by    1, 2, 3, 4 or up to the maximum possible number of identical or    different groups R^(1a) as defined or preferably defined herein;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

In a further embodiment the invention relates to the use of compounds(I.4), wherein A is (A.2). In a further embodiment the invention relatesto the use of compounds (I.4), wherein A is (A.2), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.4), wherein A is (A.2), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.4),wherein A is (A.2), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In another embodiment the invention relates to the use of compounds(I.4), wherein A is (A.4). In a further embodiment the invention relatesto the use of compounds (I.4), wherein A is (A.4), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.4), wherein A is (A.4), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.4),wherein A is (A.4), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In a further embodiment the invention relates to the use of compounds(I.5) of formula I, or the N-oxides, or the agriculturally acceptablesalts thereof for combating phytopathogenic harmful fungi, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹, R² independently of each other are hydrogen, C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl or    C₃-C₈-cycloalkenyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

In a further embodiment the invention relates to the use of compounds(I.5), wherein A is (A.2). In a further embodiment the invention relatesto the use of compounds (I.5), wherein A is (A.2), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.5), wherein A is (A.2), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.5),wherein A is (A.2), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In another embodiment the invention relates to the use of compounds(I.5), wherein A is (A.4). In a further embodiment the invention relatesto the use of compounds (I.5), wherein A is (A.4), and wherein A issubstituted by 1 group R^(A) as defined or preferably defined herein. Inyet another embodiment the invention relates to the use of compounds(I.5), wherein A is (A.4), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.5),wherein A is (A.4), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In a further embodiment the invention relates to the use of compounds(I.6) of formula I, or the N-oxides, or the agriculturally acceptablesalts thereof for combating phytopathogenic harmful fungi, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ and R² together with the nitrogen atom to which they are bound    form a saturated or partially unsaturated monocyclic 3- to    6-membered heterocycle, wherein the heterocycle includes beside one    nitrogen atom and carbon atoms no further heteroatoms or 1, 2 or 3    further heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the heterocycle is unsubstituted or    carries 1, 2, 3 or 4 or up to the maximum possible number of    identical or different groups selected from halogen, cyano,    C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy and C₁-C₆-haloalkoxy;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

In still a further embodiment the invention relates to the use ofcompounds (I.6), wherein A is (A.2). In another embodiment the inventionrelates to the use of compounds (I.6), wherein A is (A.2), and wherein Ais substituted by 1 group R^(A) as defined or preferably defined herein.In yet another embodiment the invention relates to the use of compounds(I.6), wherein A is (A.2), and wherein A is unsubstituted. In stillanother embodiment the invention relates to the use of compounds (I.6),wherein A is (A.2), and wherein A is unsubstituted, and wherein R³ andR⁴ are both hydrogen or both fluorine or together with the carbon atomto which they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In another embodiment the invention relates to the use of compounds(I.6), wherein A is (A.4).

In a further embodiment the invention relates to the use of compounds(I.6), wherein A is (A.4), and wherein A is substituted by 1 group R^(A)as defined or preferably defined herein. In yet another embodiment theinvention relates to the use of compounds (I.6), wherein A is (A.4), andwherein A is unsubstituted. In still another embodiment the inventionrelates to the use of compounds (I.6), wherein A is (A.4), and wherein Ais unsubstituted, and wherein R³ and R⁴ are both hydrogen or bothfluorine or together with the carbon atom to which they are bound form a3-membered carbocylic ring, which is unsubstituted.

In another embodiment the invention relates to the use of compounds(I.6), wherein A is (A.4), wherein R¹ and R² together with the nitrogenatom to which they are bound form a saturated or partially unsaturated3- to 6-membered heterocycle, wherein the heterocycle includes besideone nitrogen atom and carbon atoms no further heteroatoms as ring memberatoms; and wherein the heterocycle is unsubstituted or carries 1, 2, 3or 4 or up to the maximum possible number of identical or differentgroups selected from halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy and C₁-C₆-haloalkoxy.

In another embodiment the invention relates to the use of compounds(I.6), wherein A is (A.4), wherein A is unsubstituted; and wherein R¹and R² together with the nitrogen atom to which they are bound form asaturated or partially unsaturated 3- to 6-membered heterocycle, whereinthe heterocycle includes beside one nitrogen atom and carbon atoms nofurther heteroatoms as ring member atoms; and wherein the heterocycle isunsubstituted or carries 1, 2, 3 or 4 or up to the maximum possiblenumber of identical or different groups selected from halogen, cyano,C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy and C₁-C₆-haloalkoxy.

In one embodiment the invention relates to compounds (I.7) of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is phenyl or a 5- or 6-membered aromatic heterocycle, wherein the    ring member atoms of the aromatic heterocycle include besides carbon    atoms 1, 2, 3 or 4 heteroatoms selected from N, O and S as ring    member atoms; and wherein the cyclic groups A are unsubstituted or    substituted by 1, 2, 3 or 4 identical or different groups R^(A);    wherein    -   R^(A) is halogen, cyano, diC₁-C₆-alkylamino, C₁-C₆-alkyl,        C₁-C₆-alkoxy, C₁-C₆-alkylthio, C₁-C₆-alkylsulfinyl,        C₁-C₆-alkylsulfonyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,        C₃-C₈-cycloalkyl or C₃-C₈-cycloalkoxy; and wherein any of the        aliphatic or cyclic moieties are unsubstituted or substituted by        1, 2, 3, 4 or up to the maximum possible number of identical or        different groups R^(a); wherein        -   R^(a) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,            C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylthio,            C₁-C₆-haloalkylthio or C₃-C₈-cycloalkyl or            C₁-C₄-alkoxy-C₁-C₄-alkyl;-   L is —C(═O)—, —C(═S)— or —S(═O)_(p)—;-   p is 0, 1 or 2;-   R¹, R² independently of each other are hydrogen, C₁-C₆-alkyl,    C₁-C₆-alkoxy, C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,    C₃-C₈-cycloalkenyl, —C(═O)—(C₁-C₆-alkyl), —C(═O)—(C₁-C₆-alkoxy),    phenyl-C₁-C₄-alkyl, heteroaryl-C₁-C₄-alkyl,    heterocyclyl-C₁-C₄-alkyl, phenyl, naphthyl or a 3- to 10-membered    saturated, partially unsaturated or aromatic mono- or bicyclic    heterocycle, wherein the ring member atoms of said mono- or bicyclic    heterocycle include besides carbon atoms further 1, 2, 3 or 4    heteroatoms selected from N, O and S as ring member atoms and    wherein 1 or 2 carbon ring member atoms of the heterocycle may be    replaced by 1 or 2 groups independently selected from C(═O) and    C(═S); and wherein the heteroaryl group in heteroaryl-C₁-C₄-alkyl is    a 5- or 6-membered aromatic heterocycle, wherein the ring member    atoms of the heterocyclic ring include besides carbon atoms 1, 2, 3    or 4 heteroatoms selected from N, O and S as ring member atoms; and    wherein the heterocyclyl group in heterocyclyl-C₁-C₄-alkyl is a 3-    to 10-membered saturated, partially unsaturated or aromatic mono- or    bicyclic heterocycle, wherein the ring member atoms of said mono- or    bicyclic heterocycle include besides carbon atoms further 1, 2, 3 or    4 heteroatoms selected from N, O and S as ring member atoms and    wherein 1 or 2 carbon ring member atoms of the heterocycle may be    replaced by 1 or 2 groups independently selected from C(═O) and    C(═S); and wherein any of the aliphatic or cyclic groups are    unsubstituted or substituted by 1, 2, 3, 4 or up to the maximum    possible number of identical or different groups R^(1a);-   or R¹ and R² together with the nitrogen atom to which they are bound    form a saturated or partially unsaturated mono- or bicyclic 3- to    10-membered heterocycle, wherein the heterocycle includes beside one    nitrogen atom and one or more carbon atoms no further heteroatoms or    1, 2 or 3 further heteroatoms independently selected from N, O and S    as ring member atoms; and wherein one or two CH₂ groups of the    heterocycle may be replaced by one or two groups independently    selected from the group of C(═O) and C(═S); and wherein the    heterocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(1a);    wherein    -   R^(1a) is halogen, cyano, OH, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl,        —NHSO₂—C₁-C₄-alkyl, —(C═O)—C₁-C₄-alkyl, —C(═O)—C₁-C₄-alkoxy,        C₁-C₆-alkylsulfonyl, hydroxyC₁-C₄-alkyl, C(═O)—NH₂,        —C(═O)—NH(C₁-C₄-alkyl), C₁-C₄-alkylthio-C₁-C₄-alkyl,        aminoC₁-C₄-alkyl, C₁-C₄-alkylamino-C₁-C₄-alkyl,        diC₁-C₄-alkylamino-C₁-C₄-alkyl, aminocarbonyl-C₁-C₄-alkyl or        C₁-C₄-alkoxy-C₁-C₄-alkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated, monocyclic 3- to 5-membered    heterocycle or carbocycle, wherein the heterocycle includes besides    carbon atoms 1 or 2 heteroatoms independently selected from N, O and    S as ring member atoms; and wherein the vinyl group, the heterocycle    or the carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to    the maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl;

with the exception of compounds (I.7) of the formula I, wherein R³ andR⁴ are independently selected from hydrogen and methyl.

In a further embodiment the invention relates to compounds (I.8) of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy or        C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₃-C₈-cycloalkyl or C₃-C₈-cycloalkenyl;-   R² is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl-C₁-C₄-alkyl, C₃-C₈-cycloalkenyl,    phenyl-C₁-C₄-alkyl, heteroaryl-C₁-C₄-alkyl,    heterocyclyl-C₁-C₄-alkyl, phenyl, heteroaryl or heterocyclyl; and    wherein the heteroaryl group is a 5- or 6-membered aromatic    heterocycle, wherein the ring includes besides carbon atoms 1, 2, 3    or 4 heteroatoms selected from N, O and S as ring member atoms; and    wherein any of the aliphatic or cyclic groups are unsubstituted or    substituted by 1, 2, 3, 4 or up to the maximum possible number of    identical or different radicals selected from the group consisting    of halogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy and C₃-C₈-cycloalkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated, monocyclic 3- to 5-membered    heterocycle or carbocycle, wherein the heterocycle includes beside    carbon atoms 1 or 2 heteroatoms independently selected from N, O and    S as ring member atoms; and wherein the vinyl group, the heterocycle    or the carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to    the maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl;        with the exception of compounds (I.8) of the formula I, wherein        R³ and R⁴ are independently selected from hydrogen and methyl.

In a further embodiment the invention relates to compounds (I.8),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I.8), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I.8), wherein A is (A.2),and wherein A is unsubstituted. In still another embodiment theinvention relates to compounds (I.8), wherein A is (A.2), and wherein Ais unsubstituted, and wherein R³ and R⁴ are both fluorine or togetherwith the carbon atom to which they are bound form a 3-memberedcarbocylic ring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.8), whereinA is (A.4). In a further embodiment the invention relates to compounds(I.8), wherein A is (A.4), and wherein A is substituted by 1 group R^(A)as defined or preferably defined herein. In yet another embodiment theinvention relates to compounds (I.8), wherein A is (A.4), and wherein Ais unsubstituted. In still another embodiment the invention relates tocompounds (I.8), wherein A is (A.4), and wherein A is unsubstituted, andwherein R³ and R⁴ are both fluorine or together with the carbon atom towhich they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In a further embodiment the invention relates to compounds (I.9) of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy or        C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,    C₃-C₈-cycloalkyl or C₃-C₈-cycloalkenyl;-   R² is phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl or    heteroaryl-C₁-C₄-alkyl; and wherein the heteroaryl group is a 5- or    6-membered aromatic heterocycle, wherein the ring includes besides    carbon atoms 1, 2, 3 or 4 heteroatoms selected from N, O and S as    ring member atoms; and wherein any of the aliphatic or cyclic groups    are unsubstituted or substituted by 1, 2, 3, 4 or up to the maximum    possible number of identical or different radicals selected from the    group consisting of halogen, cyano, C₁-C₆-alkyl, C₁-C₆-alkoxy and    C₃-C₈-cycloalkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl;        with the exception of compounds (I.9) of the formula I, wherein        R³ and R⁴ are independently selected from hydrogen and methyl.

In a further embodiment the invention relates to compounds (I.9),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I.9), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I.9), wherein A is (A.2),and wherein A is unsubstituted. In still another embodiment theinvention relates to compounds (I.9), wherein A is (A.2), and wherein Ais unsubstituted, and wherein R³ and R⁴ are both fluorine or togetherwith the carbon atom to which they are bound form a 3-memberedcarbocylic ring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.9), whereinA is (A.4). In a further embodiment the invention relates to compounds(I.9), wherein A is (A.4), and wherein A is substituted by 1 group R^(A)as defined or preferably defined herein. In yet another embodiment theinvention relates to compounds (I.9), wherein A is (A.4), and wherein Ais unsubstituted. In still another embodiment the invention relates tocompounds (I.9), wherein A is (A.4), and wherein A is unsubstituted, andwherein R³ and R⁴ are both fluorine or together with the carbon atom towhich they are bound form a 3-membered carbocylic ring, which isunsubstituted.

In a further embodiment the invention relates to compounds (I.10) of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ is hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl or    C₃-C₈-cycloalkyl;-   R² is phenyl, heterocyclyl or heteroaryl; and wherein the heteroaryl    group is a 5- or 6-membered aromatic heterocycle, wherein the ring    includes besides carbon atoms 1, 2, 3 or 4 heteroatoms selected from    N, O and S as ring member atoms; and wherein any of the aliphatic or    cyclic groups are unsubstituted or substituted by 1, 2, 3, 4 or up    to the maximum possible number of identical or different radicals    selected from the group consisting of halogen, cyano, C₁-C₆-alkyl,    C₁-C₆-alkoxy and C₃-C₈-cycloalkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl;        with the exception of compounds (I.10) of the formula I, wherein        R³ and R⁴ are independently selected from hydrogen and methyl.

In a further embodiment the invention relates to compounds (I. 10),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I. 10), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I. 10), wherein A is(A.2), and wherein A is unsubstituted. In still another embodiment theinvention relates to compounds (I. 10), wherein A is (A.2), and whereinA is unsubstituted, and wherein R³ and R⁴ are both fluorine or togetherwith the carbon atom to which they are bound form a 3-memberedcarbocylic ring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.10), whereinA is (A.4). In a further embodiment the invention relates to compounds(I.10), wherein A is (A.4), and wherein A is substituted by 1 groupR^(A) as defined or preferably defined herein. In yet another embodimentthe invention relates to compounds (I.10), wherein A is (A.4), andwherein A is unsubstituted. In still another embodiment the inventionrelates to compounds (I.10), wherein A is (A.4), and wherein A isunsubstituted, and wherein R³ and R⁴ are both fluorine or together withthe carbon atom to which they are bound form a 3-membered carbocylicring, which is unsubstituted.

In a further embodiment the invention relates to compounds (I.11) of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy or        C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹, R² independently of each other are hydrogen, C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl,    C₃-C₈-cycloalkyl-C₁-C₄-alkyl or C₃-C₈-cycloalkenyl; and wherein the    aliphatic and the cyclic groups are unsubstituted or substituted by    1, 2, 3, 4 or up to the maximum possible number of identical or    different groups R^(1a) as defined or preferably defined herein;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl;        with the exception of compounds (I.11) of the formula I, wherein        R³ and R⁴ are independently selected from hydrogen and methyl.

In a further embodiment the invention relates to compounds (I.11),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I.11), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I.11), wherein A is(A.2), and wherein A is unsubstituted. In still another embodiment theinvention relates to compounds (I. 11), wherein A is (A.2), and whereinA is unsubstituted, and wherein R³ and R⁴ are both fluorine or togetherwith the carbon atom to which they are bound form a 3-memberedcarbocylic ring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.11), whereinA is (A.4). In a further embodiment the invention relates to compounds(I. 11), wherein A is (A.4), and wherein A is substituted by 1 groupR^(A) as defined or preferably defined herein. In yet another embodimentthe invention relates to compounds (I.11), wherein A is (A.4), andwherein A is unsubstituted. In still another embodiment the inventionrelates to compounds (I. 11), wherein A is (A.4), and wherein A isunsubstituted, and wherein R³ and R⁴ are both fluorine or together withthe carbon atom to which they are bound form a 3-membered carbocylicring, which is unsubstituted.

In a further embodiment the invention relates to compounds (I.12) of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹, R² independently of each other are hydrogen, C₁-C₆-alkyl,    C₂-C₆-alkenyl, C₂-C₆-alkynyl, C₃-C₈-cycloalkyl or    C₃-C₈-cycloalkenyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl;        with the exception of compounds (I.12) of the formula I, wherein        R³ and R⁴ are independently selected from hydrogen and methyl.

In a further embodiment the invention relates to compounds (I.12),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I.12), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I.12), wherein A is(A.2), and wherein A is unsubstituted. In still another embodiment theinvention relates to compounds (I.12), wherein A is (A.2), and wherein Ais unsubstituted, and wherein R³ and R⁴ are both fluorine or togetherwith the carbon atom to which they are bound form a 3-memberedcarbocylic ring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.12), whereinA is (A.4). In a further embodiment the invention relates to compounds(I.12), wherein A is (A.4), and wherein A is substituted by 1 groupR^(A) as defined or preferably defined herein. In yet another embodimentthe invention relates to compounds (I.12), wherein A is (A.4), andwherein A is unsubstituted. In still another embodiment the inventionrelates to compounds (I.12), wherein A is (A.4), and wherein A isunsubstituted, and wherein R³ and R⁴ are both fluorine or together withthe carbon atom to which they are bound form a 3-membered carbocylicring, which is unsubstituted.

In a further embodiment the invention relates to compounds (I.13) of theformula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ and R² together with the nitrogen atom to which they are bound    form a saturated or partially unsaturated monocyclic 3- to    6-membered heterocycle, wherein the heterocycle includes beside one    nitrogen atom and carbon atoms no further heteroatoms or 1, 2 or 3    heteroatoms independently selected from N, O and S as ring member    atoms; and wherein the heterocycle is unsubstituted or carries 1, 2,    3 or 4 or up to the maximum possible number of identical or    different groups selected from halogen, cyano, C₁-C₆-alkyl,    C₁-C₆-haloalkyl, C₁-C₆-alkoxy and C₁-C₆-haloalkoxy;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano or    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a vinyl group or a saturated monocyclic 3- to 5-membered heterocycle    or carbocycle, wherein the heterocycle includes beside carbon atoms    1 or 2 heteroatoms independently selected from N, O and S as ring    member atoms; and wherein the vinyl group, the heterocycle or the    carbocycle is unsubstituted or carries 1, 2, 3, 4 or up to the    maximum possible number of identical or different groups R^(3a);    wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl;        with the exception of compounds (I.13) of the formula I, wherein        R³ and R⁴ are independently selected from hydrogen and methyl.

In a further embodiment the invention relates to compounds (I.13),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I.13), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I.13), wherein A is(A.2), and wherein A is unsubstituted. In still another embodiment theinvention relates to compounds (I.13), wherein A is (A.2), and wherein Ais unsubstituted, and wherein R³ and R⁴ are both fluorine or togetherwith the carbon atom to which they are bound form a 3-memberedcarbocylic ring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.13), whereinA is (A.4). In a further embodiment the invention relates to compounds(I.13), wherein A is (A.4), and wherein A is substituted by 1 groupR^(A) as defined or preferably defined herein. In yet another embodimentthe invention relates to compounds (I.13), wherein A is (A.4), andwherein A is unsubstituted. In still another embodiment the inventionrelates to compounds (I.13), wherein A is (A.4), and wherein A isunsubstituted, and wherein R³ and R⁴ are both fluorine or together withthe carbon atom to which they are bound form a 3-membered carbocylicring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.13), whereinA is (A.4), wherein R¹ and R² together with the nitrogen atom to whichthey are bound form a saturated or partially unsaturated 3- to6-membered heterocycle, wherein the heterocycle includes beside onenitrogen atom and carbon atoms no further heteroatoms as ring memberatoms; and wherein the heterocycle is unsubstituted or carries 1, 2, 3or 4 or up to the maximum possible number of identical or differentgroups selected from halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy and C₁-C₆-haloalkoxy.

In another embodiment the invention relates to compounds (I.13), whereinA is (A.4), wherein A is unsubstituted; and wherein R¹ and R² togetherwith the nitrogen atom to which they are bound form a saturated orpartially unsaturated 3- to 6-membered heterocycle, wherein theheterocycle includes beside one nitrogen atom and carbon atoms nofurther heteroatoms as ring member atoms; and wherein the heterocycle isunsubstituted or carries 1, 2, 3 or 4 or up to the maximum possiblenumber of identical or different groups selected from halogen, cyano,C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy and C₁-C₆-haloalkoxy.

In another embodiment the invention relates to compounds (I.14) offormula I, or the N-oxides, or the agriculturally acceptable saltsthereof, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ and R² together with the nitrogen atom to which they are bound    form a saturated monocyclic 3- or 4-membered heterocycle, wherein    the heterocycle includes beside one nitrogen atom no further    heteroatoms; and wherein the heterocycle is unsubstituted or carries    1, 2, 3, 4 or up to the maximum possible number of identical or    different groups R^(1a); wherein    -   R^(1a) is halogen, cyano, oxo, NO₂, OH, SH, NH₂, C₁-C₆-alkyl,        C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,        C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₃-C₈-cycloalkyl,        —NHSO₂—C₁-C₄-alkyl, —(C═O)—C₁-C₄-alkyl, —C(═O)—C₁-C₄-alkoxy,        C₁-C₆-alkylsulfonyl, hydroxyC₁-C₄-alkyl, —C(═O)—NH₂,        —C(═O)—NH(C₁-C₄-alkyl), C₁-C₄-alkylthio-C₁-C₄-alkyl,        aminoC₁-C₄-alkyl, C₁-C₄-alkylamino-C₁-C₄-alkyl,        diC₁-C₄-alkylamino-C₁-C₄-alkyl, aminocarbonyl-C₁-C₄-alkyl or        C₁-C₄-alkoxy-C₁-C₄-alkyl;-   R³, R⁴ independently of each other are hydrogen, halogen, cyano,    C₁-C₆-alkyl; or-   R³ and R⁴ together with the carbon atom to which they are bound form    a saturated, monocyclic 3- to 5-membered heterocycle or carbocycle,    wherein the heterocycle includes besides carbon atoms 1 or 2    heteroatoms independently selected from N, O and S as ring member    atoms; and wherein the heterocycle or carbocycle is unsubstituted or    carries 1, 2, 3, 4 or up to the maximum possible number of identical    or different groups R^(3a); wherein    -   R^(3a) is halogen, cyano or C₁-C₂-alkyl.

In a further embodiment the invention relates to compounds (I.14),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I.14), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I.14), wherein A is(A.2), and wherein A is unsubstituted. In still another embodiment theinvention relates to compounds (I.14), wherein A is (A.2), and wherein Ais unsubstituted, and wherein R³ and R⁴ are both hydrogen or bothfluorine or together with the carbon atom to which they are bound form a3-membered carbocylic ring, which is unsubstituted.

In another embodiment the invention relates to compounds (I.14), whereinA is (A.4). In a further embodiment the invention relates to compounds(I.14), wherein A is (A.4), and wherein A is substituted by 1 groupR^(A) as defined or preferably defined herein. In yet another embodimentthe invention relates to compounds (I.14), wherein A is (A.4), andwherein A is unsubstituted. In still another embodiment the inventionrelates to compounds (I.14), wherein A is (A.4), and wherein A isunsubstituted, and wherein R³ and R⁴ are both hydrogen or both fluorineor together with the carbon atom to which they are bound form a3-membered carbocylic ring, which is unsubstituted.

In a further embodiment the invention relates to compounds (I.15) offormula I, or the N-oxides, or the agriculturally acceptable saltsthereof for combating phytopathogenic harmful fungi, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted or substituted by 1 or 2 identical    or different groups R^(A); wherein    -   R^(A) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,        C₁-C₆-alkoxy or C₁-C₆-haloalkoxy;-   L is —C(═O)—;-   R¹ and R² together with the nitrogen atom to which they are bound    form a saturated monocyclic 3- or 4-membered heterocycle, wherein    the heterocycle includes beside one nitrogen atom no further    heteroatoms; and wherein the heterocycle is unsubstituted or carries    1, 2, 3, 4 or up to the maximum possible number of identical or    different groups R^(1a); wherein    -   R^(1a) is halogen, cyano, oxo, NO₂, OH, SH, NH₂, C₁-C₆-alkyl,        C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy,        C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₃-C₈-cycloalkyl,        —NHSO₂—C₁-C₄-alkyl, —(C═O)—C₁-C₄-alkyl, —C(═O)—C₁-C₄-alkoxy,        C₁-C₆-alkylsulfonyl, hydroxyC₁-C₄-alkyl, C(═O)—NH₂,        —C(═O)—NH(C₁-C₄-alkyl), C₁-C₄-alkylthio-C₁-C₄-alkyl,        aminoC₁-C₄-alkyl, C₁-C₄-alkylamino-C₁-C₄-alkyl,        diC₁-C₄-alkylamino-C₁-C₄-alkyl, aminocarbonyl-C₁-C₄-alkyl or        C₁-C₄-alkoxy-C₁-C₄-alkyl;-   R³ and R⁴ are both hydrogen; or R³ and R⁴ are both fluorine; or R³    and R⁴ together with the carbon atom to which they are bound form a    3- or 4-membered carbocylic ring and wherein the carbocylic ring is    unsubstituted; or R³ and R⁴ together with the carbon atom to which    they are bound form a saturated 3-membered heterocycle; wherein the    heterocycle includes beside two carbon atoms one heteroatom selected    from N, O and S as ring member atoms; and wherein the heterocycle is    unsubstituted.

In a further embodiment the invention relates to compounds (I.15),wherein A is (A.2). In a further embodiment the invention relates tocompounds (I.15), wherein A is (A.2), and wherein A is substituted by 1group R^(A) as defined or preferably defined herein. In yet anotherembodiment the invention relates to compounds (I.15), wherein A is(A.2), and wherein A is unsubstituted.

In another embodiment the invention relates to compounds (I.15), whereinA is (A.4). In still another embodiment the invention relates tocompounds (I.15), wherein A is (A.4), and wherein A is unsubstituted,and wherein R³ and R⁴ are both hydrogen or both fluorine or togetherwith the carbon atom to which they are bound form a 3-memberedcarbocylic ring, which is unsubstituted. In a further embodiment theinvention relates to compounds (I.15), wherein A is (A.4), and wherein Ais substituted by 1 group R^(A) as defined or preferably defined herein.In yet another embodiment the invention relates to compounds (I.15),wherein A is (A.4), and wherein A is unsubstituted. In still anotherembodiment the invention relates to compounds (I.15), wherein A is(A.4), and wherein A is unsubstituted, and wherein R³ and R⁴ are bothhydrogen or both fluorine or together with the carbon atom to which theyare bound form a 3-membered carbocylic ring, which is unsubstituted.

In yet another embodiment the invention relates to compounds (I.16) offormula I, or the N-oxides, or the agriculturally acceptable saltsthereof for combating phytopathogenic harmful fungi, wherein:

-   A is selected from the group consisting of subformulae (A.1) to    (A.29), which are unsubstituted;-   L is —C(═O)—;-   R¹ and R² together with the nitrogen atom to which they are bound    form a saturated monocyclic 3- or 4-membered heterocycle, wherein    the heterocycle includes beside one nitrogen atom no further    heteroatoms; and wherein the heterocycle is unsubstituted or carries    1, 2, 3, 4 or up to the maximum possible number of identical or    different groups selected from fluorine, chlorine, cyano, methyl,    methoxy, trifluoromethyl, trifluoromethoxy, difluoromethyl or    difluoromethoxy; and-   R³ and R⁴ are both hydrogen.

In a further embodiment the invention relates to compounds (I.16),wherein A is (A.2). In another embodiment the invention relates tocompounds (I.16), wherein A is (A.4).

Further compounds which are useful for combating phytopathogenic harmfulfungi are compounds of the formula I, namely compounds I-1 to I-1082depicted in table A, wherein the group A is selected from subformulae(A.2) or (A.4) as defined herein, and wherein A is unsubstituted; andwherein L is —(C═O)—; and wherein R³ and R⁴ are hydrogen; and whereinthe meaning of A, R¹ and R² corresponds to the definitions given in oneline of Table A for each compound I-1 to I-1082.

TABLE A No A R¹ R² I-1 A.2 H H I-2 A.2 H CH₃ I-3 A.2 H CH₂CH₃ I-4 A.2 HCH₂CH₂CH₃ I-5 A.2 H CH(CH₃)₂ I-6 A.2 H CH₂CH₂CH₂CH₃ I-7 A.2 HCH(CH₃)CH₂CH₃ I-8 A.2 H CH₂CH(CH₃)CH₃ I-9 A.2 H C(CH₃)₃ I-10 A.2 H allylI-11 A.2 H propargyl I-12 A.2 H cyclopropyl I-13 A.2 H1-methylcyclopropyl I-14 A.2 H 1-trifluormethylcyclopropyl I-15 A.2 H1-fluorocyclopropyl I-16 A.2 H 1-ethylcyclopropyl I-17 A.2 H1-chlorocyclopropyl I-18 A.2 H 1-isopropylcyclopropyl I-19 A.2 H1-propylcyclopropyl I-20 A.2 H 1-methoxycyclopropyl I-21 A.2 H1-ethoxycyclopropyl I-22 A.2 H 1-trifluormethoxycyclopropyl I-23 A.2 H1-(difluoromethyl)cyclopropyl I-24 A.2 H 1-(methylcarbamoyl)-cyclopropylI-25 A.2 H 1-(ethylcarbamoyl)cyclopropyl I-26 A.2 H1-(isopropylcarbamoyl)-cyclopropyl I-27 A.2 H1-(propylcarbamoyl)cyclopropyl I-28 A.2 H 2-methylcyclopropyl I-29 A.2 H2-trifluormethylcyclopropyl I-30 A.2 H 2-fluorocyclopropyl I-31 A.2 H2-ethylcyclopropyl I-32 A.2 H 2-chlorocyclopropyl I-33 A.2 H2-isopropylcyclopropyl I-34 A.2 H 2-propylcyclopropyl I-35 A.2 H2-methoxycyclopropyl I-36 A.2 H 2-ethoxycyclopropyl I-37 A.2 H2-trifluormethoxycyclopropyl I-38 A.2 H 2-(difluoromethyl)cyclopropylI-39 A.2 H 2-(methylcarbamoyl)-cyclopropyl I-40 A.2 H2-(ethylcarbamoyl)cyclopropyl I-41 A.2 H2-(isopropylcarbamoyl)-cyclopropyl I-42 A.2 H2-(propylcarbamoyl)-cyclopropyl I-43 A.2 H 1,2-dimethylcyclopropyl I-44A.2 H 1,2-difluorocyclopropyl I-45 A.2 H 1,2-dichlorocyclopropyl I-46A.2 H 2,2-dimethylcyclopropyl I-47 A.2 H 2,2-difluorocyclopropyl I-48A.2 H 2,2-dichlorocyclopropyl I-49 A.2 H 1-fluoro-2-methyl-cyclopropyl)I-50 A.2 H 1-chloro-2-methyl-cyclopropyl) I-51 A.2 H2-fluoro-1-methyl-cyclopropyl I-52 A.2 H 2-chloro-1-methyl-cyclopropylI-53 A.2 H 1-chloro-2-fluoro-cyclopropyl I-54 A.2 H2-chloro-1-fluoro-cyclopropyl I-55 A.2 H2,2-difluoro-1-methyl-cyclopropyl I-56 A.2 H2,2-dichoro-1-methyl-cyclopropyl I-57 A.2 H1-fluoro-2,2-dimethyl-cyclopropyl I-58 A.2 H1-chloro-2,2-dimethyl-cyclopropyl I-59 A.2 H1-chloro-2,2-difluoro-cyclopropyl I-60 A.2 H2,2-dichloro-1-fluoro-cyclopropyl I-61 A.2 H cylopentyl I-62 A.2 Hcyclohexyl I-63 A.2 H phenyl I-64 A.2 H 2-pyridyl I-65 A.2 H 3-pyridylI-66 A.2 H 4-pyridyl I-67 A.2 H 2-F-phenyl I-68 A.2 H 3-F-phenyl I-69A.2 H 4-F-phenyl I-70 A.2 H 2-Cl-phenyl I-71 A.2 H 3-Cl-phenyl I-72 A.2H 4-Cl-phenyl I-73 A.2 H 2-methyl-phenyl I-74 A.2 H 3-methyl-phenyl I-75A.2 H 4-methyl-phenyl I-76 A.2 H 2-ethyl-phenyl I-77 A.2 H3-ethyl-phenyl I-78 A.2 H 4-ethyl-phenyl I-79 A.2 H 2-isopropyl-phenylI-80 A.2 H 3-isopropyl-phenyl I-81 A.2 H 4-isopropyl-phenyl I-82 A.2 H2-(2,2,2-trifluoroethyl)-phenyl I-83 A.2 H3-(2,2,2-trifluoroethyl)-phenyl I-84 A.2 H4-(2,2,2-trifluoroethyl)-phenyl I-85 A.2 H 2-trifluoromethyl-phenyl I-86A.2 H 3-trifluoromethyl-phenyl I-87 A.2 H 4-trifluoromethyl-phenyl I-88A.2 H 2-methoxy-phenyl I-89 A.2 H 3-methoxy-phenyl I-90 A.2 H4-methoxy-phenyl I-91 A.2 H 2-trifluoromethoxy-phenyl I-92 A.2 H3-trifluoromethoxy-phenyl I-93 A.2 H 4-trifluoromethoxy-phenyl I-94 A.2H 2-difluoromethoxy-phenyl I-95 A.2 H 3-difluoromethoxy-phenyl I-96 A.2H 4-difluoromethoxy-phenyl I-97 A.2 H 2-(2,2,2-trifluoroethoxy)-phenylI-98 A.2 H 3-(2,2,2-trifluoroethoxy)-phenyl I-99 A.2 H4-(2,2,2-trifluoroethoxy)-phenyl I-100 A.2 H 2-cyano-phenyl I-101 A.2 H3-cyano-phenyl I-102 A.2 H 4-cyano-phenyl I-103 A.2 H2,3-difluoro-phenyl I-104 A.2 H 2,4-difluoro-phenyl I-105 A.2 H2,5-difluoro-phenyl I-106 A.2 H 2,6-difluoro-phenyl I-107 A.2 H2,3-dichloro-phenyl I-108 A.2 H 2,4-dichloro-phenyl I-109 A.2 H2,5-dichloro-phenyl I-110 A.2 H 2,6-dichloro-phenyl I-111 A.2 H2-F-3-Cl-phenyl I-112 A.2 H 2-F-4-Cl-phenyl I-113 A.2 H 2-F-5-Cl-phenylI-114 A.2 H 2-F-6-Cl-phenyl I-115 A.2 H 3-F-4-Cl-phenyl I-116 A.2 H3-F-5-Cl-phenyl I-117 A.2 H 2-Cl-3-F-phenyl I-118 A.2 H 2-Cl-4-F-phenylI-119 A.2 H 2-Cl-5-F-phenyl I-120 A.2 H 3-Cl-4-F-phenyl I-121 A.2 H2-F-3-methyl-phenyl I-122 A.2 H 2-F-4-methyl-phenyl I-123 A.2 H2-F-5-methyl-phenyl I-124 A.2 H 2-F-6-methyl-phenyl I-125 A.2 H3-F-4-methyl-phenyl I-126 A.2 H 3-F-5-methyl-phenyl I-127 A.2 H2-methyl-3-F-phenyl I-128 A.2 H 2-methyl-4-F-phenyl I-129 A.2 H2-methyl-5-F-phenyl I-130 A.2 H 3-methyl-4-F-phenyl I-131 A.2 H2-F-3-CF₃-phenyl I-132 A.2 H 2-F-4-CF₃-phenyl I-133 A.2 H2-F-5-CF₃-phenyl I-134 A.2 H 2-F-6-CF₃-phenyl I-135 A.2 H3-F-4-CF₃-phenyl I-136 A.2 H 3-F-5-CF₃-phenyl I-137 A.2 H2-CF₃-3-F-phenyl I-138 A.2 H 2-CF₃-4-F-phenyl I-139 A.2 H2-CF₃-5-F-phenyl I-140 A.2 H 3-CF₃-4-F-phenyl I-141 A.2 H2-F-3-OMe-phenyl I-142 A.2 H 2-F-4-OMe-phenyl I-143 A.2 H2-F-5-OMe-phenyl I-144 A.2 H 2-F-6-OMe-phenyl I-145 A.2 H3-F-4-OMe-phenyl I-146 A.2 H 3-F-5-OMe-phenyl I-147 A.2 H2-OMe-3-F-phenyl I-148 A.2 H 2-OMe-4-F-phenyl I-149 A.2 H2-OMe-5-F-phenyl I-150 A.2 H 3-OMe-4-F-phenyl I-151 A.2 H2-F-3-OCHF₂-phenyl I-152 A.2 H 2-F-4-OCHF₂-phenyl I-153 A.2 H2-F-5-OCHF₂-phenyl I-154 A.2 H 2-F-6-OCHF₂-phenyl I-155 A.2 H3-F-4-OCHF₂-phenyl I-156 A.2 H 3-F-5-OCHF₂-phenyl I-157 A.2 H2-OCHF₂-3-F-phenyl I-158 A.2 H 2-OCHF₂-4-F-phenyl I-159 A.2 H2-OCHF₂-5-F-phenyl I-160 A.2 H 3-OCHF₂-4-F-phenyl I-161 A.2 H2-F-3-CN-phenyl I-162 A.2 H 2-F-4-CN-phenyl I-163 A.2 H 2-F-5-CN-phenylI-164 A.2 H 2-F-6-CN-phenyl I-165 A.2 H 3-F-4-CN-phenyl I-166 A.2 H3-F-5-CN-phenyl I-167 A.2 H 2-CN-3-F-phenyl I-168 A.2 H 2-CN-4-F-phenylI-169 A.2 H 2-CN-5-F-phenyl I-170 A.2 H 3-CN-4-F-phenyl I-171 A.2 H2-Cl-3-methyl-phenyl I-172 A.2 H 2-Cl-4-methyl-phenyl I-173 A.2 H2-Cl-5-methyl-phenyl I-174 A.2 H 2-Cl-6-methyl-phenyl I-175 A.2 H3-Cl-4-methyl-phenyl I-176 A.2 H 3-Cl-5-methyl-phenyl I-177 A.2 H2-methyl-3-Cl-phenyl I-178 A.2 H 2-methyl-4-Cl-phenyl I-179 A.2 H2-methyl-5-Cl-phenyl I-180 A.2 H 3-methyl-4-Cl-phenyl I-181 A.2 H2-Cl-3-CF₃-phenyl I-182 A.2 H 2-Cl-4-CF₃-phenyl I-183 A.2 H2-Cl-5-CF₃-phenyl I-184 A.2 H 2-Cl-6-CF₃-phenyl I-185 A.2 H3-Cl-4-CF₃-phenyl I-186 A.2 H 3-Cl-5-CF₃-phenyl I-187 A.2 H2-CF₃-3-Cl-phenyl I-188 A.2 H 2-CF₃-4-Cl-phenyl I-189 A.2 H2-CF₃-5-Cl-phenyl I-190 A.2 H 3-CF₃-4-Cl-phenyl I-191 A.2 H2-Cl-3-OMe-phenyl I-192 A.2 H 2-Cl-4-OMe-phenyl I-193 A.2 H2-Cl-5-OMe-phenyl I-194 A.2 H 2-Cl-6-OMe-phenyl I-195 A.2 H3-Cl-4-OMe-phenyl I-196 A.2 H 3-Cl-5-OMe-phenyl I-197 A.2 H2-OMe-3-Cl-phenyl I-198 A.2 H 2-OMe-4-Cl-phenyl I-199 A.2 H2-OMe-5-Cl-phenyl I-200 A.2 H 3-OMe-4-Cl-phenyl I-201 A.2 H2-Cl-3-OCHF₂-phenyl I-202 A.2 H 2-Cl-4-OCHF₂-phenyl I-203 A.2 H2-Cl-5-OCHF₂-phenyl I-204 A.2 H 2-Cl-6-OCHF₂-phenyl I-205 A.2 H3-Cl-4-OCHF₂-phenyl I-206 A.2 H 3-Cl-5-OCHF₂-phenyl I-207 A.2 H2-OCHF₂-3-Cl-phenyl I-208 A.2 H 2-OCHF₂-4-Cl-phenyl I-209 A.2 H2-OCHF₂-5-Cl-phenyl I-210 A.2 H 3-OCHF₂-4-Cl-phenyl I-211 A.2 H2-Cl-3-CN-phenyl I-212 A.2 H 2-Cl-4-CN-phenyl I-213 A.2 H2-Cl-5-CN-phenyl I-214 A.2 H 2-Cl-6-CN-phenyl I-215 A.2 H3-Cl-4-CN-phenyl I-216 A.2 H 3-Cl-5-CN-phenyl I-217 A.2 H2-CN-3-Cl-phenyl I-218 A.2 H 2-CN-4-Cl-phenyl I-219 A.2 H2-CN-5-Cl-phenyl I-220 A.2 H 3-CN-4-Cl-phenyl I-221 A.2 HCH₂-cyclopropyl I-222 A.2 H CH₂-cyclopentyl I-223 A.2 H CH₂-cyclohexylI-224 A.2 H CH₂-(4-quinolinyl) I-225 A.2 H CH₂-(2-pyridyl) I-226 A.2 HCH₂-(3-pyridyl) I-227 A.2 H CH₂-(4-pyridyl) I-228 A.2 H CH₂-(2-thienyl)I-229 A.2 H CH₂-(3-thienyl) I-230 A.2 H CH₂-(N-methyl-3-pyrazolyl) I-231A.2 H CH₂-(N-methyl-4-pyrazolyl) I-232 A.2 H CH₂-(1-pyrazolyl) I-233 A.2H CH₂-(2-oxazolyl) I-234 A.2 H CH₂-(4-oxazolyl) I-235 A.2 HCH₂-(5-oxazolyl) I-236 A.2 H CH₂-(2-(1,3,4-oxadiazolyl)) I-237 A.2 HCH₂-(2-furyl) I-238 A.2 H CH₂-(3-furyl) I-239 A.2 H 3-hydroxypropylI-240 A.2 H CH₂-(N-methyl-3-pyrrolidinyl) I-241 A.2 H3-dimethylaminopropyl I-242 A.2 H 2-dimethylaminoethyl I-243 A.2 H3-pyrrolidinyl I-244 A.2 H benzyl I-245 A.2 H (2-F-phenyl)methyl I-246A.2 H (3-F-phenyl)methyl I-247 A.2 H (4-F-phenyl)methyl I-248 A.2 H(2-Cl-phenyl)methyl I-249 A.2 H (3-Cl-phenyl)methyl I-250 A.2 H(4-Cl-phenyl)methyl I-251 A.2 H (2-methyl-phenyl)methyl I-252 A.2 H(3-methyl-phenyl)methyl I-253 A.2 H (4-methyl-phenyl)methyl I-254 A.2 H(2-methoxy-phenyl)methyl I-255 A.2 H (3-methoxy-phenyl)methyl I-256 A.2H (4-methoxy-phenyl)methyl I-257 A.2 H (2-cyano-phenyl)methyl I-258 A.2H (3-cyano-phenyl)methyl I-259 A.2 H (4-cyano-phenyl)methyl I-260 A.2 H(2,3-difluoro-phenyl)methyl I-261 A.2 H (2,4-difluoro-phenyl)methylI-262 A.2 H (2,5-difluoro-phenyl)methyl I-263 A.2 H(2,6-difluoro-phenyl)methyl I-264 A.2 H (2,3-dichloro-phenyl)methylI-265 A.2 H (2,4-dichloro-phenyl)methyl I-266 A.2 H(2,5-dichloro-phenyl)methyl I-267 A.2 H (2,6-dichloro-phenyl)methylI-268 A.2 R¹ and R² together with the nitrogen to which they are boundform a aziridinyl I-269 A.2 R¹ and R² together with the nitrogen towhich they are bound form a azetidinyl I-270 A.2 R¹ and R² together withthe nitrogen to which they are bound form a 1-pyrrolidinyl I-271 A.2 R¹and R² together with the nitrogen to which they are bound form a1-piperidinyl I-272 A.2 R¹ and R² together with the nitrogen to whichthey are bound form a 1-piperazinyl I-273 A.2 R¹ and R² together withthe nitrogen to which they are bound form a 1-methyl-4-piperazinyl I-274A.2 R¹ and R² together with the nitrogen to which they are bound form a4-morpholinyl I-275 A.2 CH₃ H I-276 A.2 CH₃ CH₃ I-277 A.2 CH₃ CH₂CH₃I-278 A.2 CH₃ CH₂CH₂CH₃ I-279 A.2 CH₃ CH(CH₃)₂ I-280 A.2 CH₃CH₂CH₂CH₂CH₃ I-281 A.2 CH₃ CH(CH₃)CH₂CH₃ I-282 A.2 CH₃ CH₂CH(CH₃)CH₃I-283 A.2 CH₃ C(CH₃)₃ I-284 A.2 CH₃ allyl I-285 A.2 CH₃ propargyl I-286A.2 CH₃ cyclopropyl I-287 A.2 CH₃ 1-methylcyclopropyl I-288 A.2 CH₃1-trifluormethylcyclopropyl I-289 A.2 CH₃ 1-fluorocyclopropyl I-290 A.2CH₃ 1-ethylcyclopropyl I-291 A.2 CH₃ 1-chlorocyclopropyl I-292 A.2 CH₃1-isopropylcyclopropyl I-293 A.2 CH₃ 1-propylcyclopropyl I-294 A.2 CH₃1-methoxycyclopropyl I-295 A.2 CH₃ 1-ethoxycyclopropyl I-296 A.2 CH₃1-trifluormethoxycyclopropyl I-297 A.2 CH₃ 1-(difluoromethyl)cyclopropylI-298 A.2 CH₃ 1-(methylcarbamoyl)-cyclopropyl I-299 A.2 CH₃1-(ethylcarbamoyl)cyclopropyl I-300 A.2 CH₃1-(isopropylcarbamoyl)-cyclopropyl I-301 A.2 CH₃1-(propylcarbamoyl)cyclopropyl I-302 A.2 CH₃ 2-methylcyclopropyl I-303A.2 CH₃ 2-trifluormethylcyclopropyl I-304 A.2 CH₃ 2-fluorocyclopropylI-305 A.2 CH₃ 2-ethylcyclopropyl I-306 A.2 CH₃ 2-chlorocyclopropyl I-307A.2 CH₃ 2-isopropylcyclopropyl I-308 A.2 CH₃ 2-propylcyclopropyl I-309A.2 CH₃ 2-methoxycyclopropyl I-310 A.2 CH₃ 2-ethoxycyclopropyl I-311 A.2CH₃ 2-trifluormethoxycyclopropyl I-312 A.2 CH₃2-(difluoromethyl)cyclopropyl I-313 A.2 CH₃2-(methylcarbamoyl)-cyclopropyl I-314 A.2 CH₃2-(ethylcarbamoyl)cyclopropyl I-315 A.2 CH₃2-(isopropylcarbamoyl)-cyclopropyl I-316 A.2 CH₃2-(propylcarbamoyl)-cyclopropyl I-317 A.2 CH₃ 1,2-dimethylcyclopropylI-318 A.2 CH₃ 1,2-difluorocyclopropyl I-319 A.2 CH₃1,2-dichlorocyclopropyl I-320 A.2 CH₃ 2,2-dimethylcyclopropyl I-321 A.2CH₃ 2,2-difluorocyclopropyl I-322 A.2 CH₃ 2,2-dichlorocyclopropyl I-323A.2 CH₃ 1-fluoro-2-methyl-cyclopropyl) I-324 A.2 CH₃1-chloro-2-methyl-cyclopropyl) I-325 A.2 CH₃2-fluoro-1-methyl-cyclopropyl I-326 A.2 CH₃2-chloro-1-methyl-cyclopropyl I-327 A.2 CH₃1-chloro-2-fluoro-cyclopropyl I-328 A.2 CH₃2-chloro-1-fluoro-cyclopropyl I-329 A.2 CH₃2,2-difluoro-1-methyl-cyclopropyl I-330 A.2 CH₃2,2-dichoro-1-methyl-cyclopropyl I-331 A.2 CH₃1-fluoro-2,2-dimethyl-cyclopropyl I-332 A.2 CH₃1-chloro-2,2-dimethyl-cyclopropyl I-333 A.2 CH₃1-chloro-2,2-difluoro-cyclopropyl I-334 A.2 CH₃2,2-dichloro-1-fluoro-cyclopropyl I-335 A.2 CH₃ cylopentyl I-336 A.2 CH₃cyclohexyl I-337 A.2 CH₃ phenyl I-338 A.2 CH₃ 2-pyridyl I-339 A.2 CH₃3-pyridyl I-340 A.2 CH₃ 4-pyridyl I-341 A.2 CH₃ 2-F-phenyl I-342 A.2 CH₃3-F-phenyl I-343 A.2 CH₃ 4-F-phenyl I-344 A.2 CH₃ 2-Cl-phenyl I-345 A.2CH₃ 3-Cl-phenyl I-346 A.2 CH₃ 4-Cl-phenyl I-347 A.2 CH₃ 2-methyl-phenylI-348 A.2 CH₃ 3-methyl-phenyl I-349 A.2 CH₃ 4-methyl-phenyl I-350 A.2CH₃ 2-ethyl-phenyl I-351 A.2 CH₃ 3-ethyl-phenyl I-352 A.2 CH₃4-ethyl-phenyl I-353 A.2 CH₃ 2-isopropyl-phenyl I-354 A.2 CH₃3-isopropyl-phenyl I-355 A.2 CH₃ 4-isopropyl-phenyl I-356 A.2 CH₃2-(2,2,2-trifluoroethyl)-phenyl I-357 A.2 CH₃3-(2,2,2-trifluoroethyl)-phenyl I-358 A.2 CH₃4-(2,2,2-trifluoroethyl)-phenyl I-359 A.2 CH₃ 2-trifluoromethyl-phenylI-360 A.2 CH₃ 3-trifluoromethyl-phenyl I-361 A.2 CH₃4-trifluoromethyl-phenyl I-362 A.2 CH₃ 2-methoxy-phenyl I-363 A.2 CH₃3-methoxy-phenyl I-364 A.2 CH₃ 4-methoxy-phenyl I-365 A.2 CH₃2-trifluoromethoxy-phenyl I-366 A.2 CH₃ 3-trifluoromethoxy-phenyl I-367A.2 CH₃ 4-trifluoromethoxy-phenyl I-368 A.2 CH₃ 2-difluoromethoxy-phenylI-369 A.2 CH₃ 3-difluoromethoxy-phenyl I-370 A.2 CH₃4-difluoromethoxy-phenyl I-371 A.2 CH₃ 2-(2,2,2-trifluoroethoxy)-phenylI-372 A.2 CH₃ 3-(2,2,2-trifluoroethoxy)-phenyl I-373 A.2 CH₃4-(2,2,2-trifluoroethoxy)-phenyl I-374 A.2 CH₃ 2-cyano-phenyl I-375 A.2CH₃ 3-cyano-phenyl I-376 A.2 CH₃ 4-cyano-phenyl I-377 A.2 CH₃2,3-difluoro-phenyl I-378 A.2 CH₃ 2,4-difluoro-phenyl I-379 A.2 CH₃2,5-difluoro-phenyl I-380 A.2 CH₃ 2,6-difluoro-phenyl I-381 A.2 CH₃2,3-dichloro-phenyl I-382 A.2 CH₃ 2,4-dichloro-phenyl I-383 A.2 CH₃2,5-dichloro-phenyl I-384 A.2 CH₃ 2,6-dichloro-phenyl I-385 A.2 CH₃2-F-3-Cl-phenyl I-386 A.2 CH₃ 2-F-4-Cl-phenyl I-387 A.2 CH₃2-F-5-Cl-phenyl I-388 A.2 CH₃ 2-F-6-Cl-phenyl I-389 A.2 CH₃3-F-4-Cl-phenyl I-390 A.2 CH₃ 3-F-5-Cl-phenyl I-391 A.2 CH₃2-Cl-3-F-phenyl I-392 A.2 CH₃ 2-Cl-4-F-phenyl I-393 A.2 CH₃2-Cl-5-F-phenyl I-394 A.2 CH₃ 3-Cl-4-F-phenyl I-395 A.2 CH₃2-F-3-methyl-phenyl I-396 A.2 CH₃ 2-F-4-methyl-phenyl I-397 A.2 CH₃2-F-5-methyl-phenyl I-398 A.2 CH₃ 2-F-6-methyl-phenyl I-399 A.2 CH₃3-F-4-methyl-phenyl I-400 A.2 CH₃ 3-F-5-methyl-phenyl I-401 A.2 CH₃2-methyl-3-F-phenyl I-402 A.2 CH₃ 2-methyl-4-F-phenyl I-403 A.2 CH₃2-methyl-5-F-phenyl I-404 A.2 CH₃ 3-methyl-4-F-phenyl I-405 A.2 CH₃2-F-3-CF₃-phenyl I-406 A.2 CH₃ 2-F-4-CF₃-phenyl I-407 A.2 CH₃2-F-5-CF₃-phenyl I-408 A.2 CH₃ 2-F-6-CF₃-phenyl I-409 A.2 CH₃3-F-4-CF₃-phenyl I-410 A.2 CH₃ 3-F-5-CF₃-phenyl I-411 A.2 CH₃2-CF₃-3-F-phenyl I-412 A.2 CH₃ 2-CF₃-4-F-phenyl I-413 A.2 CH₃2-CF₃-5-F-phenyl I-414 A.2 CH₃ 3-CF₃-4-F-phenyl I-415 A.2 CH₃2-F-3-OMe-phenyl I-416 A.2 CH₃ 2-F-4-OMe-phenyl I-417 A.2 CH₃2-F-5-OMe-phenyl I-418 A.2 CH₃ 2-F-6-OMe-phenyl I-419 A.2 CH₃3-F-4-OMe-phenyl I-420 A.2 CH₃ 3-F-5-OMe-phenyl I-421 A.2 CH₃2-OMe-3-F-phenyl I-422 A.2 CH₃ 2-OMe-4-F-phenyl I-423 A.2 CH₃2-OMe-5-F-phenyl I-424 A.2 CH₃ 3-OMe-4-F-phenyl I-425 A.2 CH₃2-F-3-OCHF₂-phenyl I-426 A.2 CH₃ 2-F-4-OCHF₂-phenyl I-427 A.2 CH₃2-F-5-OCHF₂-phenyl I-428 A.2 CH₃ 2-F-6-OCHF₂-phenyl I-429 A.2 CH₃3-F-4-OCHF₂-phenyl I-430 A.2 CH₃ 3-F-5-OCHF₂-phenyl I-431 A.2 CH₃2-OCHF₂-3-F-phenyl I-432 A.2 CH₃ 2-OCHF₂-4-F-phenyl I-433 A.2 CH₃2-OCHF₂-5-F-phenyl I-434 A.2 CH₃ 3-OCHF₂-4-F-phenyl I-435 A.2 CH₃2-F-3-CN-phenyl I-436 A.2 CH₃ 2-F-4-CN-phenyl I-437 A.2 CH₃2-F-5-CN-phenyl I-438 A.2 CH₃ 2-F-6-CN-phenyl I-439 A.2 CH₃3-F-4-CN-phenyl I-440 A.2 CH₃ 3-F-5-CN-phenyl I-441 A.2 CH₃2-CN-3-F-phenyl I-442 A.2 CH₃ 2-CN-4-F-phenyl I-443 A.2 CH₃2-CN-5-F-phenyl I-444 A.2 CH₃ 3-CN-4-F-phenyl I-445 A.2 CH₃2-Cl-3-methyl-phenyl I-446 A.2 CH₃ 2-Cl-4-methyl-phenyl I-447 A.2 CH₃2-Cl-5-methyl-phenyl I-448 A.2 CH₃ 2-Cl-6-methyl-phenyl I-449 A.2 CH₃3-Cl-4-methyl-phenyl I-450 A.2 CH₃ 3-Cl-5-methyl-phenyl I-451 A.2 CH₃2-methyl-3-Cl-phenyl I-452 A.2 CH₃ 2-methyl-4-Cl-phenyl I-453 A.2 CH₃2-methyl-5-Cl-phenyl I-454 A.2 CH₃ 3-methyl-4-Cl-phenyl I-455 A.2 CH₃2-Cl-3-CF₃-phenyl I-456 A.2 CH₃ 2-Cl-4-CF₃-phenyl I-457 A.2 CH₃2-Cl-5-CF₃-phenyl I-458 A.2 CH₃ 2-Cl-6-CF₃-phenyl I-459 A.2 CH₃3-Cl-4-CF₃-phenyl I-460 A.2 CH₃ 3-Cl-5-CF₃-phenyl I-461 A.2 CH₃2-CF₃-3-Cl-phenyl I-462 A.2 CH₃ 2-CF₃-4-Cl-phenyl I-463 A.2 CH₃2-CF₃-5-Cl-phenyl I-464 A.2 CH₃ 3-CF₃-4-Cl-phenyl I-465 A.2 CH₃2-Cl-3-OMe-phenyl I-466 A.2 CH₃ 2-Cl-4-OMe-phenyl I-467 A.2 CH₃2-Cl-5-OMe-phenyl I-468 A.2 CH₃ 2-Cl-6-OMe-phenyl I-469 A.2 CH₃3-Cl-4-OMe-phenyl I-470 A.2 CH₃ 3-Cl-5-OMe-phenyl I-471 A.2 CH₃2-OMe-3-Cl-phenyl I-472 A.2 CH₃ 2-OMe-4-Cl-phenyl I-473 A.2 CH₃2-OMe-5-Cl-phenyl I-474 A.2 CH₃ 3-OMe-4-Cl-phenyl I-475 A.2 CH₃2-Cl-3-OCHF₂-phenyl I-476 A.2 CH₃ 2-Cl-4-OCHF₂-phenyl I-477 A.2 CH₃2-Cl-5-OCHF₂-phenyl I-478 A.2 CH₃ 2-Cl-6-OCHF₂-phenyl I-479 A.2 CH₃3-Cl-4-OCHF₂-phenyl I-480 A.2 CH₃ 3-Cl-5-OCHF₂-phenyl I-481 A.2 CH₃2-OCHF₂-3-Cl-phenyl I-482 A.2 CH₃ 2-OCHF₂-4-Cl-phenyl I-483 A.2 CH₃2-OCHF₂-5-Cl-phenyl I-484 A.2 CH₃ 3-OCHF₂-4-Cl-phenyl I-485 A.2 CH₃2-Cl-3-CN-phenyl I-486 A.2 CH₃ 2-Cl-4-CN-phenyl I-487 A.2 CH₃2-Cl-5-CN-phenyl I-488 A.2 CH₃ 2-Cl-6-CN-phenyl I-489 A.2 CH₃3-Cl-4-CN-phenyl I-490 A.2 CH₃ 3-Cl-5-CN-phenyl I-491 A.2 CH₃2-CN-3-Cl-phenyl I-492 A.2 CH₃ 2-CN-4-Cl-phenyl I-493 A.2 CH₃2-CN-5-Cl-phenyl I-494 A.2 CH₃ 3-CN-4-Cl-phenyl I-495 A.2 CH₃CH₂-cyclopropyl I-496 A.2 CH₃ CH₂-cyclopentyl I-497 A.2 CH₃CH₂-cyclohexyl I-498 A.2 CH₃ CH₂-(4-quinolinyl) I-499 A.2 CH₃CH₂-(2-pyridyl) I-500 A.2 CH₃ CH₂-(3-pyridyl) I-501 A.2 CH₃CH₂-(4-pyridyl) I-502 A.2 CH₃ CH₂-(2-thienyl) I-503 A.2 CH₃CH₂-(3-thienyl) I-504 A.2 CH₃ CH₂-(N-methyl-3-pyrazolyl) I-505 A.2 CH₃CH₂-(N-methyl-4-pyrazolyl) I-506 A.2 CH₃ CH₂-(1-pyrazolyl) I-507 A.2 CH₃CH₂-(2-oxazolyl) I-508 A.2 CH₃ CH₂-(4-oxazolyl) I-509 A.2 CH₃CH₂-(5-oxazolyl) I-510 A.2 CH₃ CH₂-(2-(1,3,4-oxadiazolyl)) I-511 A.2 CH₃CH₂-(2-furyl) I-512 A.2 CH₃ CH₂-(3-furyl) I-513 A.2 CH₃ 3-hydroxypropylI-514 A.2 CH₃ CH₂-(N-methyl-3-pyrrolidinyl) I-515 A.2 CH₃3-dimethylaminopropyl I-516 A.2 CH₃ 2-dimethylaminoethyl I-517 A.2 CH₃3-pyrrolidinyl I-518 A.2 CH₃ benzyl I-519 A.2 CH₃ (2-F-phenyl)methylI-520 A.2 CH₃ (3-F-phenyl)methyl I-521 A.2 CH₃ (4-F-phenyl)methyl I-522A.2 CH₃ (2-Cl-phenyl)methyl I-523 A.2 CH₃ (3-Cl-phenyl)methyl I-524 A.2CH₃ (4-Cl-phenyl)methyl I-525 A.2 CH₃ (2-methyl-phenyl)methyl I-526 A.2CH₃ (3-methyl-phenyl)methyl I-527 A.2 CH₃ (4-methyl-phenyl)methyl I-528A.2 CH₃ (2-methoxy-phenyl)methyl I-529 A.2 CH₃ (3-methoxy-phenyl)methylI-530 A.2 CH₃ (4-methoxy-phenyl)methyl I-531 A.2 CH₃(2-cyano-phenyl)methyl I-532 A.2 CH₃ (3-cyano-phenyl)methyl I-533 A.2CH₃ (4-cyano-phenyl)methyl I-534 A.2 CH₃ (2,3-difluoro-phenyl)methylI-535 A.2 CH₃ (2,4-difluoro-phenyl)methyl I-536 A.2 CH₃(2,5-difluoro-phenyl)methyl I-537 A.2 CH₃ (2,6-difluoro-phenyl)methylI-538 A.2 CH₃ (2,3-dichloro-phenyl)methyl I-539 A.2 CH₃(2,4-dichloro-phenyl)methyl I-540 A.2 CH₃ (2,5-dichloro-phenyl)methylI-541 A.2 CH₃ (2,6-dichloro-phenyl)methyl I-542 A.4 H H I-543 A.4 H CH₃I-544 A.4 H CH₂CH₃ I-545 A.4 H CH₂CH₂CH₃ I-546 A.4 H CH(CH₃)₂ I-547 A.4H CH₂CH₂CH₂CH₃ I-548 A.4 H CH(CH₃)CH₂CH₃ I-549 A.4 H CH₂CH(CH₃)CH₃ I-550A.4 H C(CH₃)₃ I-551 A.4 H allyl I-552 A.4 H propargyl I-553 A.4 Hcyclopropyl I-554 A.4 H 1-methylcyclopropyl I-555 A.4 H1-trifluormethylcyclopropyl I-556 A.4 H 1-fluorocyclopropyl I-557 A.4 H1-ethylcyclopropyl I-558 A.4 H 1-chlorocyclopropyl I-559 A.4 H1-isopropylcyclopropyl I-560 A.4 H 1-propylcyclopropyl I-561 A.4 H1-methoxycyclopropyl I-562 A.4 H 1-ethoxycyclopropyl I-563 A.4 H1-trifluormethoxycyclopropyl I-564 A.4 H 1-(difluoromethyl)cyclopropylI-565 A.4 H 1-(methylcarbamoyl)-cyclopropyl I-566 A.4 H1-(ethylcarbamoyl)cyclopropyl I-567 A.4 H1-(isopropylcarbamoyl)-cyclopropyl I-568 A.4 H1-(propylcarbamoyl)cyclopropyl I-569 A.4 H 2-methylcyclopropyl I-570 A.4H 2-trifluormethylcyclopropyl I-571 A.4 H 2-fluorocyclopropyl I-572 A.4H 2-ethylcyclopropyl I-573 A.4 H 2-chlorocyclopropyl I-574 A.4 H2-isopropylcyclopropyl I-575 A.4 H 2-propylcyclopropyl I-576 A.4 H2-methoxycyclopropyl I-577 A.4 H 2-ethoxycyclopropyl I-578 A.4 H2-trifluormethoxycyclopropyl I-579 A.4 H 2-(difluoromethyl)cyclopropylI-580 A.4 H 2-(methylcarbamoyl)-cyclopropyl I-581 A.4 H2-(ethylcarbamoyl)cyclopropyl I-582 A.4 H2-(isopropylcarbamoyl)-cyclopropyl I-583 A.4 H2-(propylcarbamoyl)-cyclopropyl I-584 A.4 H 1,2-dimethylcyclopropylI-585 A.4 H 1,2-difluorocyclopropyl I-586 A.4 H 1,2-dichlorocyclopropylI-587 A.4 H 2,2-dimethylcyclopropyl I-588 A.4 H 2,2-difluorocyclopropylI-589 A.4 H 2,2-dichlorocyclopropyl I-590 A.4 H1-fluoro-2-methyl-cyclopropyl) I-591 A.4 H1-chloro-2-methyl-cyclopropyl) I-592 A.4 H 2-fluoro-1-methyl-cyclopropylI-593 A.4 H 2-chloro-1-methyl-cyclopropyl I-594 A.4 H1-chloro-2-fluoro-cyclopropyl I-595 A.4 H 2-chloro-1-fluoro-cyclopropylI-596 A.4 H 2,2-difluoro-1-methyl-cyclopropyl I-597 A.4 H2,2-dichoro-1-methyl-cyclopropyl I-598 A.4 H1-fluoro-2,2-dimethyl-cyclopropyl I-599 A.4 H1-chloro-2,2-dimethyl-cyclopropyl I-600 A.4 H1-chloro-2,2-difluoro-cyclopropyl I-601 A.4 H2,2-dichloro-1-fluoro-cyclopropyl I-602 A.4 H cylopentyl I-603 A.4 Hcyclohexyl I-604 A.4 H phenyl I-605 A.4 H 2-pyridyl I-606 A.4 H3-pyridyl I-607 A.4 H 4-pyridyl I-608 A.4 H 2-F-phenyl I-609 A.4 H3-F-phenyl I-610 A.4 H 4-F-phenyl I-611 A.4 H 2-Cl-phenyl I-612 A.4 H3-Cl-phenyl I-613 A.4 H 4-Cl-phenyl I-614 A.4 H 2-methyl-phenyl I-615A.4 H 3-methyl-phenyl I-616 A.4 H 4-methyl-phenyl I-617 A.4 H2-ethyl-phenyl I-618 A.4 H 3-ethyl-phenyl I-619 A.4 H 4-ethyl-phenylI-620 A.4 H 2-isopropyl-phenyl I-621 A.4 H 3-isopropyl-phenyl I-622 A.4H 4-isopropyl-phenyl I-623 A.4 H 2-(2,2,2-trifluoroethyl)-phenyl I-624A.4 H 3-(2,2,2-trifluoroethyl)-phenyl I-625 A.4 H4-(2,2,2-trifluoroethyl)-phenyl I-626 A.4 H 2-trifluoromethyl-phenylI-627 A.4 H 3-trifluoromethyl-phenyl I-628 A.4 H4-trifluoromethyl-phenyl I-629 A.4 H 2-methoxy-phenyl I-630 A.4 H3-methoxy-phenyl I-631 A.4 H 4-methoxy-phenyl I-632 A.4 H2-trifluoromethoxy-phenyl I-633 A.4 H 3-trifluoromethoxy-phenyl I-634A.4 H 4-trifluoromethoxy-phenyl I-635 A.4 H 2-difluoromethoxy-phenylI-636 A.4 H 3-difluoromethoxy-phenyl I-637 A.4 H4-difluoromethoxy-phenyl I-638 A.4 H 2-(2,2,2-trifluoroethoxy)-phenylI-639 A.4 H 3-(2,2,2-trifluoroethoxy)-phenyl I-640 A.4 H4-(2,2,2-trifluoroethoxy)-phenyl I-641 A.4 H 2-cyano-phenyl I-642 A.4 H3-cyano-phenyl I-643 A.4 H 4-cyano-phenyl I-644 A.4 H2,3-difluoro-phenyl I-645 A.4 H 2,4-difluoro-phenyl I-646 A.4 H2,5-difluoro-phenyl I-647 A.4 H 2,6-difluoro-phenyl I-648 A.4 H2,3-dichloro-phenyl I-649 A.4 H 2,4-dichloro-phenyl I-650 A.4 H2,5-dichloro-phenyl I-651 A.4 H 2,6-dichloro-phenyl I-652 A.4 H2-F-3-Cl-phenyl I-653 A.4 H 2-F-4-Cl-phenyl I-654 A.4 H 2-F-5-Cl-phenylI-655 A.4 H 2-F-6-Cl-phenyl I-656 A.4 H 3-F-4-Cl-phenyl I-657 A.4 H3-F-5-Cl-phenyl I-658 A.4 H 2-Cl-3-F-phenyl I-659 A.4 H 2-Cl-4-F-phenylI-660 A.4 H 2-Cl-5-F-phenyl I-661 A.4 H 3-Cl-4-F-phenyl I-662 A.4 H2-F-3-methyl-phenyl I-663 A.4 H 2-F-4-methyl-phenyl I-664 A.4 H2-F-5-methyl-phenyl I-665 A.4 H 2-F-6-methyl-phenyl I-666 A.4 H3-F-4-methyl-phenyl I-667 A.4 H 3-F-5-methyl-phenyl I-668 A.4 H2-methyl-3-F-phenyl I-669 A.4 H 2-methyl-4-F-phenyl I-670 A.4 H2-methyl-5-F-phenyl I-671 A.4 H 3-methyl-4-F-phenyl I-672 A.4 H2-F-3-CF₃-phenyl I-673 A.4 H 2-F-4-CF₃-phenyl I-674 A.4 H2-F-5-CF₃-phenyl I-675 A.4 H 2-F-6-CF₃-phenyl I-676 A.4 H3-F-4-CF₃-phenyl I-677 A.4 H 3-F-5-CF₃-phenyl I-678 A.4 H2-CF₃-3-F-phenyl I-679 A.4 H 2-CF₃-4-F-phenyl I-680 A.4 H2-CF₃-5-F-phenyl I-681 A.4 H 3-CF₃-4-F-phenyl I-682 A.4 H2-F-3-OMe-phenyl I-683 A.4 H 2-F-4-OMe-phenyl I-684 A.4 H2-F-5-OMe-phenyl I-685 A.4 H 2-F-6-OMe-phenyl I-686 A.4 H3-F-4-OMe-phenyl I-687 A.4 H 3-F-5-OMe-phenyl I-688 A.4 H2-OMe-3-F-phenyl I-689 A.4 H 2-OMe-4-F-phenyl I-690 A.4 H2-OMe-5-F-phenyl I-691 A.4 H 3-OMe-4-F-phenyl I-692 A.4 H2-F-3-OCHF₂-phenyl I-693 A.4 H 2-F-4-OCHF₂-phenyl I-694 A.4 H2-F-5-OCHF₂-phenyl I-695 A.4 H 2-F-6-OCHF₂-phenyl I-696 A.4 H3-F-4-OCHF₂-phenyl I-697 A.4 H 3-F-5-OCHF₂-phenyl I-698 A.4 H2-OCHF₂-3-F-phenyl I-699 A.4 H 2-OCHF₂-4-F-phenyl I-700 A.4 H2-OCHF₂-5-F-phenyl I-701 A.4 H 3-OCHF₂-4-F-phenyl I-702 A.4 H2-F-3-CN-phenyl I-703 A.4 H 2-F-4-CN-phenyl I-704 A.4 H 2-F-5-CN-phenylI-705 A.4 H 2-F-6-CN-phenyl I-706 A.4 H 3-F-4-CN-phenyl I-707 A.4 H3-F-5-CN-phenyl I-708 A.4 H 2-CN-3-F-phenyl I-709 A.4 H 2-CN-4-F-phenylI-710 A.4 H 2-CN-5-F-phenyl I-711 A.4 H 3-CN-4-F-phenyl I-712 A.4 H2-Cl-3-methyl-phenyl I-713 A.4 H 2-Cl-4-methyl-phenyl I-714 A.4 H2-Cl-5-methyl-phenyl I-715 A.4 H 2-Cl-6-methyl-phenyl I-716 A.4 H3-Cl-4-methyl-phenyl I-717 A.4 H 3-Cl-5-methyl-phenyl I-718 A.4 H2-methyl-3-Cl-phenyl I-719 A.4 H 2-methyl-4-Cl-phenyl I-720 A.4 H2-methyl-5-Cl-phenyl I-721 A.4 H 3-methyl-4-Cl-phenyl I-722 A.4 H2-Cl-3-CF₃-phenyl I-723 A.4 H 2-Cl-4-CF₃-phenyl I-724 A.4 H2-Cl-5-CF₃-phenyl I-725 A.4 H 2-Cl-6-CF₃-phenyl I-726 A.4 H3-Cl-4-CF₃-phenyl I-727 A.4 H 3-Cl-5-CF₃-phenyl I-728 A.4 H2-CF₃-3-Cl-phenyl I-729 A.4 H 2-CF₃-4-Cl-phenyl I-730 A.4 H2-CF₃-5-Cl-phenyl I-731 A.4 H 3-CF₃-4-Cl-phenyl I-732 A.4 H2-Cl-3-OMe-phenyl I-733 A.4 H 2-Cl-4-OMe-phenyl I-734 A.4 H2-Cl-5-OMe-phenyl I-735 A.4 H 2-Cl-6-OMe-phenyl I-736 A.4 H3-Cl-4-OMe-phenyl I-737 A.4 H 3-Cl-5-OMe-phenyl I-738 A.4 H2-OMe-3-Cl-phenyl I-739 A.4 H 2-OMe-4-Cl-phenyl I-740 A.4 H2-OMe-5-Cl-phenyl I-741 A.4 H 3-OMe-4-Cl-phenyl I-742 A.4 H2-Cl-3-OCHF₂-phenyl I-743 A.4 H 2-Cl-4-OCHF₂-phenyl I-744 A.4 H2-Cl-5-OCHF₂-phenyl I-745 A.4 H 2-Cl-6-OCHF₂-phenyl I-746 A.4 H3-Cl-4-OCHF₂-phenyl I-747 A.4 H 3-Cl-5-OCHF₂-phenyl I-748 A.4 H2-OCHF₂-3-Cl-phenyl I-749 A.4 H 2-OCHF₂-4-Cl-phenyl I-750 A.4 H2-OCHF₂-5-Cl-phenyl I-751 A.4 H 3-OCHF₂-4-Cl-phenyl I-752 A.4 H2-Cl-3-CN-phenyl I-753 A.4 H 2-Cl-4-CN-phenyl I-754 A.4 H2-Cl-5-CN-phenyl I-755 A.4 H 2-Cl-6-CN-phenyl I-756 A.4 H3-Cl-4-CN-phenyl I-757 A.4 H 3-Cl-5-CN-phenyl I-758 A.4 H2-CN-3-Cl-phenyl I-759 A.4 H 2-CN-4-Cl-phenyl I-760 A.4 H2-CN-5-Cl-phenyl I-761 A.4 H 3-CN-4-Cl-phenyl I-762 A.4 HCH₂-cyclopropyl I-763 A.4 H CH₂-cyclopentyl I-764 A.4 H CH₂-cyclohexylI-765 A.4 H CH₂-(4-quinolinyl) I-766 A.4 H CH₂-(2-pyridyl) I-767 A.4 HCH₂-(3-pyridyl) I-768 A.4 H CH₂-(4-pyridyl) I-769 A.4 H CH₂-(2-thienyl)I-770 A.4 H CH₂-(3-thienyl) I-771 A.4 H CH₂-(N-methyl-3-pyrazolyl) I-772A.4 H CH₂-(N-methyl-4-pyrazolyl) I-773 A.4 H CH₂-(1-pyrazolyl) I-774 A.4H CH₂-(2-oxazolyl) I-775 A.4 H CH₂-(4-oxazolyl) I-776 A.4 HCH₂-(5-oxazolyl) I-777 A.4 H CH₂-(2-(1,3,4-oxadiazolyl)) I-778 A.4 HCH₂-(2-furyl) I-779 A.4 H CH₂-(3-furyl) I-780 A.4 H 3-hydroxypropylI-781 A.4 H CH₂-(N-methyl-3-pyrrolidinyl) I-782 A.4 H3-dimethylaminopropyl I-783 A.4 H 2-dimethylaminoethyl I-784 A.4 H3-pyrrolidinyl I-785 A.4 H benzyl I-786 A.4 H (2-F-phenyl)methyl I-787A.4 H (3-F-phenyl)methyl I-788 A.4 H (4-F-phenyl)methyl I-789 A.4 H(2-Cl-phenyl)methyl I-790 A.4 H (3-Cl-phenyl)methyl I-791 A.4 H(4-Cl-phenyl)methyl I-792 A.4 H (2-methyl-phenyl)methyl I-793 A.4 H(3-methyl-phenyl)methyl I-794 A.4 H (4-methyl-phenyl)methyl I-795 A.4 H(2-methoxy-phenyl)methyl I-796 A.4 H (3-methoxy-phenyl)methyl I-797 A.4H (4-methoxy-phenyl)methyl I-798 A.4 H (2-cyano-phenyl)methyl I-799 A.4H (3-cyano-phenyl)methyl I-800 A.4 H (4-cyano-phenyl)methyl I-801 A.4 H(2,3-difluoro-phenyl)methyl I-802 A.4 H (2,4-difluoro-phenyl)methylI-803 A.4 H (2,5-difluoro-phenyl)methyl I-804 A.4 H(2,6-difluoro-phenyl)methyl I-805 A.4 H (2,3-dichloro-phenyl)methylI-806 A.4 H (2,4-dichloro-phenyl)methyl I-807 A.4 H(2,5-dichloro-phenyl)methyl I-808 A.4 H (2,6-dichloro-phenyl)methylI-809 A.4 R¹ and R² together with the nitrogen to which they are boundform a aziridinyl I-810 A.4 R¹ and R² together with the nitrogen towhich they are bound form a azetidinyl I-811 A.4 R¹ and R² together withthe nitrogen to which they are bound form a 1-pyrrolidinyl I-812 A.4 R¹and R² together with the nitrogen to which they are bound form a1-piperidinyl I-813 A.4 R¹ and R² together with the nitrogen to whichthey are bound form a 1-piperazinyl I-814 A.4 R¹ and R² together withthe nitrogen to which they are bound form a 1-methyl-4-piperazinyl I-815A.4 R¹ and R² together with the nitrogen to which they are bound form a4-morpholinyl I-816 A.4 CH₃ H I-817 A.4 CH₃ CH₃ I-818 A.4 CH₃ CH₂CH₃I-819 A.4 CH₃ CH₂CH₂CH₃ I-820 A.4 CH₃ CH(CH₃)₂ I-821 A.4 CH₃CH₂CH₂CH₂CH₃ I-822 A.4 CH₃ CH(CH₃)CH₂CH₃ I-823 A.4 CH₃ CH₂CH(CH₃)CH₃I-824 A.4 CH₃ C(CH₃)₃ I-825 A.4 CH₃ allyl I-826 A.4 CH₃ propargyl I-827A.4 CH₃ cyclopropyl I-828 A.4 CH₃ 1-methylcyclopropyl I-829 A.4 CH₃1-trifluormethylcyclopropyl I-830 A.4 CH₃ 1-fluorocyclopropyl I-831 A.4CH₃ 1-ethylcyclopropyl I-832 A.4 CH₃ 1-chlorocyclopropyl I-833 A.4 CH₃1-isopropylcyclopropyl I-834 A.4 CH₃ 1-propylcyclopropyl I-835 A.4 CH₃1-methoxycyclopropyl I-836 A.4 CH₃ 1-ethoxycyclopropyl I-837 A.4 CH₃1-trifluormethoxycyclopropyl I-838 A.4 CH₃ 1-(difluoromethyl)cyclopropylI-839 A.4 CH₃ 1-(methylcarbamoyl)-cyclopropyl I-840 A.4 CH₃1-(ethylcarbamoyl)cyclopropyl I-841 A.4 CH₃1-(isopropylcarbamoyl)-cyclopropyl I-842 A.4 CH₃1-(propylcarbamoyl)cyclopropyl I-843 A.4 CH₃ 2-methylcyclopropyl I-844A.4 CH₃ 2-trifluormethylcyclopropyl I-845 A.4 CH₃ 2-fluorocyclopropylI-846 A.4 CH₃ 2-ethylcyclopropyl I-847 A.4 CH₃ 2-chlorocyclopropyl I-848A.4 CH₃ 2-isopropylcyclopropyl I-849 A.4 CH₃ 2-propylcyclopropyl I-850A.4 CH₃ 2-methoxycyclopropyl I-851 A.4 CH₃ 2-ethoxycyclopropyl I-852 A.4CH₃ 2-trifluormethoxycyclopropyl I-853 A.4 CH₃2-(difluoromethyl)cyclopropyl I-854 A.4 CH₃2-(methylcarbamoyl)-cyclopropyl I-855 A.4 CH₃2-(ethylcarbamoyl)cyclopropyl I-856 A.4 CH₃2-(isopropylcarbamoyl)-cyclopropyl I-857 A.4 CH₃2-(propylcarbamoyl)-cyclopropyl I-858 A.4 CH₃ 1,2-dimethylcyclopropylI-859 A.4 CH₃ 1,2-difluorocyclopropyl I-860 A.4 CH₃1,2-dichlorocyclopropyl I-861 A.4 CH₃ 2,2-dimethylcyclopropyl I-862 A.4CH₃ 2,2-difluorocyclopropyl I-863 A.4 CH₃ 2,2-dichlorocyclopropyl I-864A.4 CH₃ 1-fluoro-2-methyl-cyclopropyl) I-865 A.4 CH₃1-chloro-2-methyl-cyclopropyl) I-866 A.4 CH₃2-fluoro-1-methyl-cyclopropyl I-867 A.4 CH₃2-chloro-1-methyl-cyclopropyl I-868 A.4 CH₃1-chloro-2-fluoro-cyclopropyl I-869 A.4 CH₃2-chloro-1-fluoro-cyclopropyl I-870 A.4 CH₃2,2-difluoro-1-methyl-cyclopropyl I-871 A.4 CH₃2,2-dichoro-1-methyl-cyclopropyl I-872 A.4 CH₃1-fluoro-2,2-dimethyl-cyclopropyl I-873 A.4 CH₃1-chloro-2,2-dimethyl-cyclopropyl I-874 A.4 CH₃1-chloro-2,2-difluoro-cyclopropyl I-875 A.4 CH₃2,2-dichloro-1-fluoro-cyclopropyl I-876 A.4 CH₃ cylopentyl I-877 A.4 CH₃cyclohexyl I-878 A.4 CH₃ phenyl I-879 A.4 CH₃ 2-pyridyl I-880 A.4 CH₃3-pyridyl I-881 A.4 CH₃ 4-pyridyl I-882 A.4 CH₃ 2-F-phenyl I-883 A.4 CH₃3-F-phenyl I-884 A.4 CH₃ 4-F-phenyl I-885 A.4 CH₃ 2-Cl-phenyl I-886 A.4CH₃ 3-Cl-phenyl I-887 A.4 CH₃ 4-Cl-phenyl I-888 A.4 CH₃ 2-methyl-phenylI-889 A.4 CH₃ 3-methyl-phenyl I-890 A.4 CH₃ 4-methyl-phenyl I-891 A.4CH₃ 2-ethyl-phenyl I-892 A.4 CH₃ 3-ethyl-phenyl I-893 A.4 CH₃4-ethyl-phenyl I-894 A.4 CH₃ 2-isopropyl-phenyl I-895 A.4 CH₃3-isopropyl-phenyl I-896 A.4 CH₃ 4-isopropyl-phenyl I-897 A.4 CH₃2-(2,2,2-trifluoroethyl)-phenyl I-898 A.4 CH₃3-(2,2,2-trifluoroethyl)-phenyl I-899 A.4 CH₃4-(2,2,2-trifluoroethyl)-phenyl I-900 A.4 CH₃ 2-trifluoromethyl-phenylI-901 A.4 CH₃ 3-trifluoromethyl-phenyl I-902 A.4 CH₃4-trifluoromethyl-phenyl I-903 A.4 CH₃ 2-methoxy-phenyl I-904 A.4 CH₃3-methoxy-phenyl I-905 A.4 CH₃ 4-methoxy-phenyl I-906 A.4 CH₃2-trifluoromethoxy-phenyl I-907 A.4 CH₃ 3-trifluoromethoxy-phenyl I-908A.4 CH₃ 4-trifluoromethoxy-phenyl I-909 A.4 CH₃ 2-difluoromethoxy-phenylI-910 A.4 CH₃ 3-difluoromethoxy-phenyl I-911 A.4 CH₃4-difluoromethoxy-phenyl I-912 A.4 CH₃ 2-(2,2,2-trifluoroethoxy)-phenylI-913 A.4 CH₃ 3-(2,2,2-trifluoroethoxy)-phenyl I-914 A.4 CH₃4-(2,2,2-trifluoroethoxy)-phenyl I-915 A.4 CH₃ 2-cyano-phenyl I-916 A.4CH₃ 3-cyano-phenyl I-917 A.4 CH₃ 4-cyano-phenyl I-918 A.4 CH₃2,3-difluoro-phenyl I-919 A.4 CH₃ 2,4-difluoro-phenyl I-920 A.4 CH₃2,5-difluoro-phenyl I-921 A.4 CH₃ 2,6-difluoro-phenyl I-922 A.4 CH₃2,3-dichloro-phenyl I-923 A.4 CH₃ 2,4-dichloro-phenyl I-924 A.4 CH₃2,5-dichloro-phenyl I-925 A.4 CH₃ 2,6-dichloro-phenyl I-926 A.4 CH₃2-F-3-Cl-phenyl I-927 A.4 CH₃ 2-F-4-Cl-phenyl I-928 A.4 CH₃2-F-5-Cl-phenyl I-929 A.4 CH₃ 2-F-6-Cl-phenyl I-930 A.4 CH₃3-F-4-Cl-phenyl I-931 A.4 CH₃ 3-F-5-Cl-phenyl I-932 A.4 CH₃2-Cl-3-F-phenyl I-933 A.4 CH₃ 2-Cl-4-F-phenyl I-934 A.4 CH₃2-Cl-5-F-phenyl I-935 A.4 CH₃ 3-Cl-4-F-phenyl I-936 A.4 CH₃2-F-3-methyl-phenyl I-937 A.4 CH₃ 2-F-4-methyl-phenyl I-938 A.4 CH₃2-F-5-methyl-phenyl I-939 A.4 CH₃ 2-F-6-methyl-phenyl I-940 A.4 CH₃3-F-4-methyl-phenyl I-941 A.4 CH₃ 3-F-5-methyl-phenyl I-942 A.4 CH₃2-methyl-3-F-phenyl I-943 A.4 CH₃ 2-methyl-4-F-phenyl I-944 A.4 CH₃2-methyl-5-F-phenyl I-945 A.4 CH₃ 3-methyl-4-F-phenyl I-946 A.4 CH₃2-F-3-CF₃-phenyl I-947 A.4 CH₃ 2-F-4-CF₃-phenyl I-948 A.4 CH₃2-F-5-CF₃-phenyl I-949 A.4 CH₃ 2-F-6-CF₃-phenyl I-950 A.4 CH₃3-F-4-CF₃-phenyl I-951 A.4 CH₃ 3-F-5-CF₃-phenyl I-952 A.4 CH₃2-CF₃-3-F-phenyl I-953 A.4 CH₃ 2-CF₃-4-F-phenyl I-954 A.4 CH₃2-CF₃-5-F-phenyl I-955 A.4 CH₃ 3-CF₃-4-F-phenyl I-956 A.4 CH₃2-F-3-OMe-phenyl I-957 A.4 CH₃ 2-F-4-OMe-phenyl I-958 A.4 CH₃2-F-5-OMe-phenyl I-959 A.4 CH₃ 2-F-6-OMe-phenyl I-960 A.4 CH₃3-F-4-OMe-phenyl I-961 A.4 CH₃ 3-F-5-OMe-phenyl I-962 A.4 CH₃2-OMe-3-F-phenyl I-963 A.4 CH₃ 2-OMe-4-F-phenyl I-964 A.4 CH₃2-OMe-5-F-phenyl I-965 A.4 CH₃ 3-OMe-4-F-phenyl I-966 A.4 CH₃2-F-3-OCHF₂-phenyl I-967 A.4 CH₃ 2-F-4-OCHF₂-phenyl I-968 A.4 CH₃2-F-5-OCHF₂-phenyl I-969 A.4 CH₃ 2-F-6-OCHF₂-phenyl I-970 A.4 CH₃3-F-4-OCHF₂-phenyl I-971 A.4 CH₃ 3-F-5-OCHF₂-phenyl I-972 A.4 CH₃2-OCHF₂-3-F-phenyl I-973 A.4 CH₃ 2-OCHF₂-4-F-phenyl I-974 A.4 CH₃2-OCHF₂-5-F-phenyl I-975 A.4 CH₃ 3-OCHF₂-4-F-phenyl I-976 A.4 CH₃2-F-3-CN-phenyl I-977 A.4 CH₃ 2-F-4-CN-phenyl I-978 A.4 CH₃2-F-5-CN-phenyl I-979 A.4 CH₃ 2-F-6-CN-phenyl I-980 A.4 CH₃3-F-4-CN-phenyl I-981 A.4 CH₃ 3-F-5-CN-phenyl I-982 A.4 CH₃2-CN-3-F-phenyl I-983 A.4 CH₃ 2-CN-4-F-phenyl I-984 A.4 CH₃2-CN-5-F-phenyl I-985 A.4 CH₃ 3-CN-4-F-phenyl I-986 A.4 CH₃2-Cl-3-methyl-phenyl I-987 A.4 CH₃ 2-Cl-4-methyl-phenyl I-988 A.4 CH₃2-Cl-5-methyl-phenyl I-989 A.4 CH₃ 2-Cl-6-methyl-phenyl I-990 A.4 CH₃3-Cl-4-methyl-phenyl I-991 A.4 CH₃ 3-Cl-5-methyl-phenyl I-992 A.4 CH₃2-methyl-3-Cl-phenyl I-993 A.4 CH₃ 2-methyl-4-Cl-phenyl I-994 A.4 CH₃2-methyl-5-Cl-phenyl I-995 A.4 CH₃ 3-methyl-4-Cl-phenyl I-996 A.4 CH₃2-Cl-3-CF₃-phenyl I-997 A.4 CH₃ 2-Cl-4-CF₃-phenyl I-998 A.4 CH₃2-Cl-5-CF₃-phenyl I-999 A.4 CH₃ 2-Cl-6-CF₃-phenyl I-1000 A.4 CH₃3-Cl-4-CF₃-phenyl I-1001 A.4 CH₃ 3-Cl-5-CF₃-phenyl I-1002 A.4 CH₃2-CF₃-3-Cl-phenyl I-1003 A.4 CH₃ 2-CF₃-4-Cl-phenyl I-1004 A.4 CH₃2-CF₃-5-Cl-phenyl I-1005 A.4 CH₃ 3-CF₃-4-Cl-phenyl I-1006 A.4 CH₃2-Cl-3-OMe-phenyl I-1007 A.4 CH₃ 2-Cl-4-OMe-phenyl I-1008 A.4 CH₃2-Cl-5-OMe-phenyl I-1009 A.4 CH₃ 2-Cl-6-OMe-phenyl I-1010 A.4 CH₃3-Cl-4-OMe-phenyl I-1011 A.4 CH₃ 3-Cl-5-OMe-phenyl I-1012 A.4 CH₃2-OMe-3-Cl-phenyl I-1013 A.4 CH₃ 2-OMe-4-Cl-phenyl I-1014 A.4 CH₃2-OMe-5-Cl-phenyl I-1015 A.4 CH₃ 3-OMe-4-Cl-phenyl I-1016 A.4 CH₃2-Cl-3-OCHF₂-phenyl I-1017 A.4 CH₃ 2-Cl-4-OCHF₂-phenyl I-1018 A.4 CH₃2-Cl-5-OCHF₂-phenyl I-1019 A.4 CH₃ 2-Cl-6-OCHF₂-phenyl I-1020 A.4 CH₃3-Cl-4-OCHF₂-phenyl I-1021 A.4 CH₃ 3-Cl-5-OCHF₂-phenyl I-1022 A.4 CH₃2-OCHF₂-3-Cl-phenyl I-1023 A.4 CH₃ 2-OCHF₂-4-Cl-phenyl I-1024 A.4 CH₃2-OCHF₂-5-Cl-phenyl I-1025 A.4 CH₃ 3-OCHF₂-4-Cl-phenyl I-1026 A.4 CH₃2-Cl-3-CN-phenyl I-1027 A.4 CH₃ 2-Cl-4-CN-phenyl 1-1028 A.4 CH₃2-Cl-5-CN-phenyl I-1029 A.4 CH₃ 2-Cl-6-CN-phenyl I-1030 A.4 CH₃3-Cl-4-CN-phenyl I-1031 A.4 CH₃ 3-Cl-5-CN-phenyl I-1032 A.4 CH₃2-CN-3-Cl-phenyl I-1033 A.4 CH₃ 2-CN-4-Cl-phenyl I-1034 A.4 CH₃2-CN-5-Cl-phenyl I-1035 A.4 CH₃ 3-CN-4-Cl-phenyl I-1036 A.4 CH₃CH₂-cyclopropyl I-1037 A.4 CH₃ CH₂-cyclopentyl I-1038 A.4 CH₃CH₂-cyclohexyl I-1039 A.4 CH₃ CH₂-(4-quinolinyl) I-1040 A.4 CH₃CH₂-(2-pyridyl) I-1041 A.4 CH₃ CH₂-(3-pyridyl) I-1042 A.4 CH₃CH₂-(4-pyridyl) I-1043 A.4 CH₃ CH₂-(2-thienyl) I-1044 A.4 CH₃CH₂-(3-thienyl) I-1045 A.4 CH₃ CH₂-(N-methyl-3-pyrazolyl) I-1046 A.4 CH₃CH₂-(N-methyl-4-pyrazolyl) I-1047 A.4 CH₃ CH₂-(1-pyrazolyl) I-1048 A.4CH₃ CH₂-(2-oxazolyl) I-1049 A.4 CH₃ CH₂-(4-oxazolyl) I-1050 A.4 CH₃CH₂-(5-oxazolyl) I-1051 A.4 CH₃ CH₂-(2-(1,3,4-oxadiazolyl)) I-1052 A.4CH₃ CH₂-(2-furyl) I-1053 A.4 CH₃ CH₂-(3-furyl) I-1054 A.4 CH₃3-hydroxypropyl I-1055 A.4 CH₃ CH₂-(N-methyl-3-pyrrolidinyl) I-1056 A.4CH₃ 3-dimethylaminopropyl I-1057 A.4 CH₃ 2-dimethylaminoethyl I-1058 A.4CH₃ 3-pyrrolidinyl I-1059 A.4 CH₃ benzyl I-1060 A.4 CH₃(2-F-phenyl)methyl I-1061 A.4 CH₃ (3-F-phenyl)methyl I-1062 A.4 CH₃(4-F-phenyl)methyl I-1063 A.4 CH₃ (2-Cl-phenyl)methyl I-1064 A.4 CH₃(3-Cl-phenyl)methyl I-1065 A.4 CH₃ (4-Cl-phenyl)methyl I-1066 A.4 CH₃(2-methyl-phenyl)methyl I-1067 A.4 CH₃ (3-methyl-phenyl)methyl I-1068A.4 CH₃ (4-methyl-phenyl)methyl I-1069 A.4 CH₃ (2-methoxy-phenyl)methylI-1070 A.4 CH₃ (3-methoxy-phenyl)methyl I-1071 A.4 CH₃(4-methoxy-phenyl)methyl I-1072 A.4 CH₃ (2-cyano-phenyl)methyl I-1073A.4 CH₃ (3-cyano-phenyl)methyl I-1074 A.4 CH₃ (4-cyano-phenyl)methylI-1075 A.4 CH₃ (2,3-difluoro-phenyl)methyl I-1076 A.4 CH₃(2,4-difluoro-phenyl)methyl I-1077 A.4 CH₃ (2,5-difluoro-phenyl)methylI-1078 A.4 CH₃ (2,6-difluoro-phenyl)methyl I-1079 A.4 CH₃(2,3-dichloro-phenyl)methyl I-1080 A.4 CH₃ (2,4-dichloro-phenyl)methylI-1081 A.4 CH₃ (2,5-dichloro-phenyl)methyl I-1082 A.4 CH₃(2,6-dichloro-phenyl)methyl

Further compounds which are useful for combating phytopathogenic harmfulfungi are compounds of the formula I, namely compounds I-1a to I-1082a,wherein A is unsubstituted; and wherein L is —(C═O)—; and wherein R³ andR⁴ are fluorine; and wherein the meaning of A, R¹ and R² in compoundsI-1a to I-1082a corresponds to the definitions given in one line ofTable A for each compound I-1 to I-1082, respectively. This is meant tobe construed such that, for example, the meaning of A, R¹ and R² incompound I-1a corresponds to the definitions for A, R¹ and R² given inthe line of Table A for compound I-1 (A is (A.2); R¹ and R² arehydrogen) or that the meaning of A, R¹ and R² in compound I-5acorresponds to the definitions for A, R¹ and R² given in the line ofTable A for compound 1-5 (A is (A.2); R¹ is hydrogen and R² isiso-propyl).

Further compounds which are useful for combating phytopathogenic harmfulfungi are compounds of the formula I, namely compounds I-1b to I-1082b,wherein A is unsubstituted; and wherein L is —(C═O)—; and wherein R³ ishydrogen and R⁴ is fluorine; and wherein the meaning of A, R¹ and R² incompounds I-1b to I-1082b corresponds to the definitions given in oneline of Table A for each compound I-1 to I-1082, respectively.

Further compounds which are useful for combating phytopathogenic harmfulfungi are compounds of the formula I, namely compounds I-1c to I-1082c,wherein A is unsubstituted; and wherein L is —(C═O)—; and wherein R³ andR⁴ together with the carbon atom to which they are bound form anunsubstituted cyclopropyl ring; and wherein the meaning of A, R¹ and R²in compounds I-1c to I-1082c corresponds to the definitions given in oneline of Table A for each compound I-1 to I-1082, respectively.

Further compounds which are useful for combating phytopathogenic harmfulfungi are compounds of the formula I, namely compounds I-1d to I-1082d,wherein A is unsubstituted; and wherein L is —(C═O)—; and wherein R³ andR⁴ together with the carbon atom to which they are bound form a vinylgroup (═CH₂); and wherein the meaning of A, R¹ and R² in compounds I-1dto I-1082d corresponds to the definitions given in one line of Table Afor each compound I-1 to I-1082, respectively.

The compounds of the formula I can be prepared according to methods orin analogy to methods that are described in the prior art. The synthesistakes advantage of starting materials that are commercially available ormay be prepared according to conventional procedures starting fromreadily available compounds. For example, compounds of the formula I canbe prepared by reacting amidines of type II with trifluoroaceticanhydride in an organic solvent, preferably an ethereal solvent attemperatures between 0° C. and 100° C., preferably at room temperature,as previously described in WO 2013008162.

Compounds of type II can be accessed from the respective nitrile byreacting said compounds of type III with hydroxylamine (or its HCl salt)in an organic solvent and in the presence of a base (for precedents seefor example WO 2009074950, WO 2006013104, EP 1932843). Preferably, analcoholic solvent and an inorganic base are used, most preferablyethanol and potassium carbonate. If appropriate water may be added toenhance solubility of the reactants. The reaction is best performed atelevated temperatures, most preferably in the range between 60° C. and80° C.

Compounds of type III are typically prepared as described before, forexample in WO 2003055866 and WO 2009074950. A skilled person willrealize that compounds of type IV can be reacted with the appropriateamine to give compounds of type III in the presence of a base,preferably pyridine in an organic solvent, preferably an aromatichydrocarbon compound. It is preferred to conduct the reaction atelevated temperature, preferably between 60 and 100° C.

Compounds of type IV can be prepared as described before, for example inWO 2013008162 from compounds of formula (V).

Compounds of type V can be accessed from the respective halogen bypalladium catalyzed cyanation as described in Organic Letters, 2007, 9,1711-1714. It is preferred to conduct the reaction at elevatedtemperature, preferably between 60 and 160° C.

The compounds of the formula I or compositions comprising said compoundsaccording to the invention and the mixtures comprising said compoundsand compositions, respectively, are suitable as fungicides. They aredistinguished by an outstanding effectiveness against a broad spectrumof phytopathogenic fungi, including soil-borne fungi, which deriveespecially from the following classes or are closely related to any ofthem: Ascomycota (Ascomycetes), for example, but not limited to thegenus Cocholiobolus, Colletotrichum, Fusarium, Microdochium,Penicillium, Phoma, Magnaporte, Zymoseptoria, and Pseudocercosporella;Basdiomycota (Basidiomycetes), for example, but not limited to the genusPhakospora, Puccinia, Rhizoctonia, Sphacelotheca, Tilletia, Typhula, andUstilago; Chytridiomycota (Chytridiomycetes), for example, but notlimited to the genus Chytridiales, and Synchytrium; Deuteromycetes (syn.Fungi imperfecti), for example, but not limited to the genus Ascochyta,Diplodia, Erysiphe, Fusarium, Phomopsis, and Pyrenophora;Peronosporomycetes (syn. Oomycetes), for example but not limited to thegenus Peronospora, Pythium, Phytophthora; Plasmodiophoromycetes, forexample but not limited to the genus Plasmodiophora; Zygomycetes, forexample, but not limited to the genus Rhizopus.

Some of the compounds of the formula I and the compositions according tothe invention are systemically effective and they can be used in cropprotection as foliar fungicides, fungicides for seed dressing and soilfungicides. Moreover, they are suitable for controlling harmful fungi,which inter alia occur in wood or roots of plants.

The compounds I and the compositions according to the invention areparticularly important in the control of a multitude of phytopathogenicfungi on various cultivated plants, such as cereals, e. g. wheat, rye,barley, triticale, oats or rice; beet, e. g. sugar beet or fodder beet;fruits, such as pomes, stone fruits or soft fruits, e. g. apples, pears,plums, peaches, almonds, cherries, strawberries, raspberries,blackberries or gooseberries; leguminous plants, such as lentils, peas,alfalfa or soybeans; oil plants, such as rape, mustard, olives,sunflowers, coconut, cocoa beans, castor oil plants, oil palms, groundnuts or soybeans; cucurbits, such as squashes, cucumber or melons; fiberplants, such as cotton, flax, hemp or jute; citrus fruit, such asoranges, lemons, grapefruits or mandarins; vegetables, such as spinach,lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes,cucurbits or paprika; lauraceous plants, such as avocados, cinnamon orcamphor; energy and raw material plants, such as corn, soybean, rape,sugar cane or oil palm; corn; tobacco; nuts; coffee; tea; bananas; vines(table grapes and grape juice grape vines); hop; turf; sweet leaf (alsocalled Stevia); natural rubber plants or ornamental and forestry plants,such as flowers, shrubs, broad-leaved trees or evergreens, e. g.conifers; and on the plant propagation material, such as seeds, and thecrop material of these plants.

Preferably, compounds I and compositions thereof, respectively are usedfor controlling a multitude of fungi on field crops, such as potatoessugar beets, tobacco, wheat, rye, barley, oats, rice, corn, cotton,soybeans, rape, legumes, sunflowers, coffee or sugar cane; fruits;vines; ornamentals; or vegetables, such as cucumbers, tomatoes, beans orsquashes.

The term “plant propagation material” is to be understood to denote allthe generative parts of the plant such as seeds and vegetative plantmaterial such as cuttings and tubers (e. g. potatoes), which can be usedfor the multiplication of the plant. This includes seeds, roots, fruits,tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants,including seedlings and young plants, which are to be transplanted aftergermination or after emergence from soil. These young plants may also beprotected before transplantation by a total or partial treatment byimmersion or pouring.

Preferably, treatment of plant propagation materials with compounds Iand compositions thereof, respectively, is used for controlling amultitude of fungi on cereals, such as wheat, rye, barley and oats;rice, corn, cotton and soybeans.

The term “cultivated plants” is to be understood as including plantswhich have been modified by breeding, mutagenesis or genetic engineeringincluding but not limiting to agricultural biotech products on themarket or in development (cf. http://cera-gmc.org/, see GM crop databasetherein). Genetically modified plants are plants, which genetic materialhas been so modified by the use of recombinant DNA techniques that undernatural circumstances cannot readily be obtained by cross breeding,mutations or natural recombination. Typically, one or more genes havebeen integrated into the genetic material of a genetically modifiedplant in order to improve certain properties of the plant. Such geneticmodifications also include but are not limited to targetedpost-translational modification of protein(s), oligo- or polypeptides e.g. by glycosylation or polymer additions such as prenylated, acetylatedor farnesylated moieties or PEG moieties.

Plants that have been modified by breeding, mutagenesis or geneticengineering, e. g. have been rendered tolerant to applications ofspecific classes of herbicides, such as auxin herbicides such as dicambaor 2,4-D; bleacher herbicides such as hydroxylphenylpyruvate dioxygenase(HPPD) inhibitors or phytoene desaturase (PDS) inhibitors; acetolactatesynthase (ALS) inhibitors such as sulfonyl ureas or imidazolinones;enolpyruvylshikimate-3-phosphate synthase (EPSPS) inhibitors, such asglyphosate; glutamine synthetase (GS) inhibitors such as glufosinate;protoporphyrinogen-IX oxidase inhibitors; lipid biosynthesis inhibitorssuch as acetyl CoA carboxylase (ACCase) inhibitors; or oxynil (i. e.bromoxynil or ioxynil) herbicides as a result of conventional methods ofbreeding or genetic engineering. Furthermore, plants have been maderesistant to multiple classes of herbicides through multiple geneticmodifications, such as resistance to both glyphosate and glufosinate orto both glyphosate and a herbicide from another class such as ALSinhibitors, HPPD inhibitors, auxin herbicides, or ACCase inhibitors.These herbicide resistance technologies are e. g. described in PestManagem. Sci. 61, 2005, 246; 61, 2005, 258; 61, 2005, 277; 61, 2005,269; 61, 2005, 286; 64, 2008, 326; 64, 2008, 332; Weed Sci. 57, 2009,108; Austral. J. Agricult. Res. 58, 2007, 708; Science 316, 2007, 1185;and references quoted therein. Several cultivated plants have beenrendered tolerant to herbicides by conventional methods of breeding(mutagenesis), e. g. Clearfield® summer rape (Canola, BASF SE, Germany)being tolerant to imidazolinones, e. g. imazamox, or ExpressSun®sunflowers (DuPont, USA) being tolerant to sulfonyl ureas, e. g.tribenuron. Genetic engineering methods have been used to rendercultivated plants such as soybean, cotton, corn, beets and rape,tolerant to herbicides such as glyphosate and glufosinate, some of whichare commercially available under the trade names RoundupReady®(glyphosate-tolerant, Monsanto, U.S.A.), Cultivance® (imidazolinonetolerant, BASF SE, Germany) and LibertyLink® (glufosinate-tolerant,Bayer CropScience, Germany).

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more insecticidal proteins,especially those known from the bacterial genus Bacillus, particularlyfrom Bacillus thuringiensis, such as δ-endotoxins, e. g. CryIA(b),CryIA(c), CryIF, CryIF(a2), CryIIA(b), CryIIIA, CryIIIB(b1) or Cry9c;vegetative insecticidal proteins (VIP), e. g. VIP1, VIP2, VIP3 or VIP3A;insecticidal proteins of bacteria colonizing nematodes, e. g.Photorhabdus spp. or Xenorhabdus spp.; toxins produced by animals, suchas scorpion toxins, arachnid toxins, wasp toxins, or otherinsect-specific neurotoxins; toxins produced by fungi, suchStreptomycetes toxins, plant lectins, such as pea or barley lectins;agglutinins; proteinase inhibitors, such as trypsin inhibitors, serineprotease inhibitors, patatin, cystatin or papain inhibitors;ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin,luffin, saporin or bryodin; steroid metabolism enzymes, such as3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase,cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase; ionchannel blockers, such as blockers of sodium or calcium channels;juvenile hormone esterase; diuretic hormone receptors (helicokininreceptors); stilbene synthase, bibenzyl synthase, chitinases orglucanases. In the context of the present invention these insecticidalproteins or toxins are to be understood expressly also as pre-toxins,hybrid proteins, truncated or otherwise modified proteins. Hybridproteins are characterized by a new combination of protein domains,(see, e. g. WO 02/015701). Further examples of such toxins orgenetically modified plants capable of synthesizing such toxins aredisclosed, e. g., in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A 427529, EP-A 451 878, WO 03/18810 und WO 03/52073. The methods forproducing such genetically modified plants are generally known to theperson skilled in the art and are described, e. g. in the publicationsmentioned above. These insecticidal proteins contained in thegenetically modified plants impart to the plants producing theseproteins tolerance to harmful pests from all taxonomic groups ofarthropods, especially to beetles (Coeloptera), two-winged insects(Diptera), and moths (Lepidoptera) and to nematodes (Nematoda).Genetically modified plants capable to synthesize one or moreinsecticidal proteins are, e. g., described in the publicationsmentioned above, and some of which are commercially available such asYieldGard® (corn cultivars producing the Cry1Ab toxin), YieldGard® Plus(corn cultivars producing Cry1Ab and Cry3Bb1 toxins), Starlink® (corncultivars producing the Cry9c toxin), Herculex® RW (corn cultivarsproducing Cry34Ab1, Cry35Ab1 and the enzymephosphinothricin-N-acetyltransferase [PAT]); NuCOTN® 33B (cottoncultivars producing the Cry1Ac toxin), Bollgard® I (cotton cultivarsproducing the Cry1Ac toxin), Bollgard® II (cotton cultivars producingCry1Ac and Cry2Ab2 toxins); VIPCOT® (cotton cultivars producing aVIP-toxin); NewLeaf® (potato cultivars producing the Cry3A toxin);Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Bt11 (e. g.Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivarsproducing the Cry1Ab toxin and PAT enyzme), MIR604 from Syngenta SeedsSAS, France (corn cultivars producing a modified version of the Cry3Atoxin, c.f. WO 03/018810), MON 863 from Monsanto Europe S.A., Belgium(corn cultivars producing the Cry3Bb1 toxin), IPC 531 from MonsantoEurope S.A., Belgium (cotton cultivars producing a modified version ofthe Cry1Ac toxin) and 1507 from Pioneer Overseas Corporation, Belgium(corn cultivars producing the Cry1F toxin and PAT enzyme).

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more proteins to increasethe resistance or tolerance of those plants to bacterial, viral orfungal pathogens. Examples of such proteins are the so-called“pathogenesis-related proteins” (PR proteins, see, e. g. EP-A 392 225),plant disease resistance genes (e. g. potato cultivars, which expressresistance genes acting against Phytophthora infestans derived from theMexican wild potato Solanum bulbocastanum) or T4-lysozym (e. g. potatocultivars capable of synthesizing these proteins with increasedresistance against bacteria such as Erwinia amylvora). The methods forproducing such genetically modified plants are generally known to theperson skilled in the art and are described, e. g. in the publicationsmentioned above.

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more proteins to increasethe productivity (e. g. bio mass production, grain yield, starchcontent, oil content or protein content), tolerance to drought, salinityor other growth-limiting environmental factors or tolerance to pests andfungal, bacterial or viral pathogens of those plants.

Furthermore, plants are also covered that contain by the use ofrecombinant DNA techniques a modified amount of substances of content ornew substances of content, specifically to improve human or animalnutrition, e. g. oil crops that produce health-promoting long-chainomega-3 fatty acids or unsaturated omega-9 fatty acids (e. g. Nexera®rape, DOW Agro Sciences, Canada).

Furthermore, plants are also covered that contain by the use ofrecombinant DNA techniques a modified amount of substances of content ornew substances of content, specifically to improve raw materialproduction, e. g. potatoes that produce increased amounts of amylopectin(e. g. Amflora® potato, BASF SE, Germany).

The compounds I and compositions thereof, respectively, are particularlysuitable for controlling the following plant diseases:

Albugo spp. (white rust) on ornamentals, vegetables (e. g. A. candida)and sunflowers (e. g. A. tragopogonis); Alternaria spp. (Alternaria leafspot) on vegetables, rape (A. brassicola or brassicae), sugar beets (A.tenuis), fruits, rice, soybeans, potatoes (e. g. A. solani or A.alternata), tomatoes (e. g. A. solani or A. alternata) and wheat;Aphanomyces spp. on sugar beets and vegetables; Ascochyta spp. oncereals and vegetables, e. g. A. tritici (anthracnose) on wheat and A.hordei on barley; Bipolaris and Drechslera spp. (teleomorph:Cochliobolus spp.), e. g. Southern leaf blight (D. maydis) or Northernleaf blight (B. zeicola) on corn, e. g. spot blotch (B. sorokiniana) oncereals and e. g. B. oryzae on rice and turfs; Blumeria (formerlyErysiphe) graminis (powdery mildew) on cereals (e. g. on wheat orbarley); Botrytis cinerea (teleomorph: Botryotinia fuckeliana: greymold) on fruits and berries (e. g. strawberries), vegetables (e. g.lettuce, carrots, celery and cabbages), rape, flowers, vines, forestryplants and wheat; Bremia lactucae (downy mildew) on lettuce;Ceratocystis (syn. Ophiostoma) spp. (rot or wilt) on broad-leaved treesand evergreens, e. g. C. ulmi (Dutch elm disease) on elms; Cercosporaspp. (Cercospora leaf spots) on corn (e. g. Gray leaf spot: C.zeae-maydis), rice, sugar beets (e. g. C. beticola), sugar cane,vegetables, coffee, soybeans (e. g. C. sojina or C. kikuchii) and rice;Cladosporium spp. on tomatoes (e. g. C. fulvum: leaf mold) and cereals,e. g. C. herbarum (black ear) on wheat; Claviceps purpurea (ergot) oncereals; Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp.(leaf spots) on corn (C. carbonum), cereals (e. g. C. sativus, anamorph:B. sorokiniana) and rice (e. g. C. miyabeanus, anamorph: H. oryzae);Colletotrichum (teleomorph: Glomerella) spp. (anthracnose) on cotton (e.g. C. gossypii), corn (e. g. C. graminicola: Anthracnose stalk rot),soft fruits, potatoes (e. g. C. coccodes: black dot), beans (e. g. C.lindemuthianum) and soybeans (e. g. C. truncatum or C. gloeosporioides);Corticium spp., e. g. C. sasakii (sheath blight) on rice; Corynesporacassiicola (leaf spots) on soybeans and ornamentals; Cycloconium spp.,e. g. C. oleaginum on olive trees; Cylindrocarpon spp. (e. g. fruit treecanker or young vine decline, teleomorph: Nectria or Neonectria spp.) onfruit trees, vines (e. g. C. liriodendri, teleomorph: Neonectrialiriodendri: Black Foot Disease) and ornamentals; Dematophora(teleomorph: Rosellinia) necatrix (root and stem rot) on soybeans;Diaporthe spp., e. g. D. phaseolorum (damping off) on soybeans;Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp. oncorn, cereals, such as barley (e. g. D. teres, net blotch) and wheat (e.g. D. tritici-repentis: tan spot), rice and turf; Esca (dieback,apoplexy) on vines, caused by Formitiporia (syn. Phellinus) punctata, F.mediterranea, Phaeomoniella chlamydospora (earlier Phaeoacremoniumchlamydosporum), Phaeoacremonium aleophilum and/or Botryosphaeriaobtusa; Elsinoe spp. on pome fruits (E. pyri), soft fruits (E. veneta:anthracnose) and vines (E. ampelina: anthracnose); Entyloma oryzae (leafsmut) on rice; Epicoccum spp. (black mold) on wheat; Erysiphe spp.(powdery mildew) on sugar beets (E. betae), vegetables (e. g. E. pisi),such as cucurbits (e. g. E. cichoracearum), cabbages, rape (e. g. E.cruciferarum); Eutypa lata (Eutypa canker or dieback, anamorph:Cytosporina lata, syn. Libertella blepharis) on fruit trees, vines andornamental woods; Exserohilum (syn. Helminthosporium) spp. on corn (e.g. E. turcicum); Fusarium (teleomorph: Gibberella) spp. (wilt, root orstem rot) on various plants, such as F. graminearum or F. culmorum (rootrot, scab or head blight) on cereals (e. g. wheat or barley), F.oxysporum on tomatoes, F. solani(f. sp. glycines now syn. F.virguliforme) and F. tucumaniae and F. brasiliense each causing suddendeath syndrome on soybeans, and F. verticillioides on corn;Gaeumannomyces graminis (take-all) on cereals (e. g. wheat or barley)and corn; Gibberella spp. on cereals (e. g. G. zeae) and rice (e. g. G.fujikuror: Bakanae disease); Glomerella cingulata on vines, pome fruitsand other plants and G. gossypii on cotton; Grainstaining complex onrice; Guignardia bidwellii (black rot) on vines; Gymnosporangium spp. onrosaceous plants and junipers, e. g. G. sabinae (rust) on pears;Helminthosporium spp. (syn. Drechslera, teleomorph: Cochliobolus) oncorn, cereals and rice; Hemileia spp., e. g. H. vastatrix (coffee leafrust) on coffee; Isariopsis clavispora (syn. Cladosporium vitis) onvines; Macrophomina phaseolina (syn. phaseoli) (root and stem rot) onsoybeans and cotton; Microdochium (syn. Fusarium) nivale (pink snowmold) on cereals (e. g. wheat or barley); Microsphaera diffusa (powderymildew) on soybeans; Monilinia spp., e. g. M. laxa, M. fructicola and M.fructigena (bloom and twig blight, brown rot) on stone fruits and otherrosaceous plants; Mycosphaerella spp. on cereals, bananas, soft fruitsand ground nuts, such as e. g. M. graminicola (anamorph: Septoriatritici, Septoria blotch) on wheat or M. fijiensis (black Sigatokadisease) on bananas; Peronospora spp. (downy mildew) on cabbage (e. g.P. brassicae), rape (e. g. P. parasitica), onions (e. g. P. destructor),tobacco (P. tabacina) and soybeans (e. g. P. manshurica); Phakopsorapachyrhizi and P. meibomiae (soybean rust) on soybeans; Phialophora spp.e. g. on vines (e. g. P. tracheiphila and P. tetraspora) and soybeans(e. g. P. gregata: stem rot); Phoma lingam (root and stem rot) on rapeand cabbage and P. betae (root rot, leaf spot and damping-off) on sugarbeets; Phomopsis spp. on sunflowers, vines (e. g. P. viticola: can andleaf spot) and soybeans (e. g. stem rot: P. phaseoli, teleomorph:Diaporthe phaseolorum); Physoderma maydis (brown spots) on corn;Phytophthora spp. (wilt, root, leaf, fruit and stem root) on variousplants, such as paprika and cucurbits (e. g. P. capsici), soybeans (e.g. P. megasperma, syn. P. sojae), potatoes and tomatoes (e. g. P.infestans: late blight) and broad-leaved trees (e. g. P. ramorum: suddenoak death); Plasmodiophora brassicae (club root) on cabbage, rape,radish and other plants; Plasmopara spp., e. g. P. viticola (grapevinedowny mildew) on vines and P. halstedii on sunflowers; Podosphaera spp.(powdery mildew) on rosaceous plants, hop, pome and soft fruits, e. g.P. leucotricha on apples; Polymyxa spp., e. g. on cereals, such asbarley and wheat (P. graminis) and sugar beets (P. betae) and therebytransmitted viral diseases; Pseudocercosporella herpotrichoides(eyespot, teleomorph: Tapesia yallundae) on cereals, e. g. wheat orbarley; Pseudoperonospora (downy mildew) on various plants, e. g. P.cubensis on cucurbits or P. humili on hop; Pseudopezicula tracheiphila(red fire disease or, rotbrenner’, anamorph: Phialophora) on vines;Puccinia spp. (rusts) on various plants, e. g. P. triticina (brown orleaf rust), P. striiformis (stripe or yellow rust), P. hordei (dwarfrust), P. graminis (stem or black rust) or P. recondita (brown or leafrust) on cereals, such as e. g. wheat, barley or rye, P. kuehnii (orangerust) on sugar cane and P. asparagi on asparagus; Pyrenophora (anamorph:Drechslera) tritici-repentis (tan spot) on wheat or P. teres (netblotch) on barley; Pyricularia spp., e. g. P. oryzae (teleomorph:Magnaporthe grisea, rice blast) on rice and P. grisea on turf andcereals; Pythium spp. (damping-off) on turf, rice, corn, wheat, cotton,rape, sunflowers, soybeans, sugar beets, vegetables and various otherplants (e. g. P. ultimum or P. aphanidermatum); Ramularia spp., e. g. R.collo-cygni (Ramularia leaf spots, Physiological leaf spots) on barleyand R. beticola on sugar beets; Rhizoctonia spp. on cotton, rice,potatoes, turf, corn, rape, potatoes, sugar beets, vegetables andvarious other plants, e. g. R. solani (root and stem rot) on soybeans,R. solani (sheath blight) on rice or R. cerealis (Rhizoctonia springblight) on wheat or barley; Rhizopus stolonifer (black mold, soft rot)on strawberries, carrots, cabbage, vines and tomatoes; Rhynchosporiumsecalis (scald) on barley, rye and triticale; Sarocladium oryzae and S.attenuatum (sheath rot) on rice; Sclerotinia spp. (stem rot or whitemold) on vegetables and field crops, such as rape, sunflowers (e. g. S.sclerotiorum) and soybeans (e. g. S. rolfsii or S. sclerotiorum);Septoria spp. on various plants, e. g. S. glycines (brown spot) onsoybeans, S. tritici (Septoria blotch) on wheat and S. (syn.Stagonospora) nodorum (Stagonospora blotch) on cereals; Uncinula (syn.Erysiphe) necator (powdery mildew, anamorph: Oidium tuckeri) on vines;Setospaeria spp. (leaf blight) on corn (e. g. S. turcicum, syn.Helminthosporium turcicum) and turf; Sphaceotheca spp. (smut) on corn,(e. g. S. reiliana: head smut), sorghum und sugar cane; Sphaerothecafuliginea (powdery mildew) on cucurbits; Spongospora subterranea(powdery scab) on potatoes and thereby transmitted viral diseases;Stagonospora spp. on cereals, e. g. S. nodorum (Stagonospora blotch,teleomorph: Leptosphaeria [syn. Phaeosphaeria] nodorum) on wheat;Synchytrium endobioticum on potatoes (potato wart disease); Taphrinaspp., e. g. T. deformans (leaf curl disease) on peaches and T. pruni(plum pocket) on plums; Thielaviopsis spp. (black root rot) on tobacco,pome fruits, vegetables, soybeans and cotton, e. g. T. basicola (syn.Chalara elegans); Tilletia spp. (common bunt or stinking smut) oncereals, such as e. g. T. tritici (syn. T. caries, wheat bunt) and T.controversa (dwarf bunt) on wheat; Typhula incarnata (grey snow mold) onbarley or wheat; Urocystis spp., e. g. U. occulta (stem smut) on rye;Uromyces spp. (rust) on vegetables, such as beans (e. g. U.appendiculatus, syn. U. phaseoli) and sugar beets (e. g. U. betae);Ustilago spp. (loose smut) on cereals (e. g. U. nuda and U. avaenae),corn (e. g. U. maydis: corn smut) and sugar cane; Venturia spp. (scab)on apples (e. g. V. inaequalis) and pears; and Verticillium spp. (wilt)on various plants, such as fruits and ornamentals, vines, soft fruits,vegetables and field crops, e. g. V. dahliae on strawberries, rape,potatoes and tomatoes.

In a preferred embodiment the compounds I and compositions thereof,respectively, are particularly suitable for controlling the followingplant diseases: Puccinia spp. (rusts) on various plants, for example,but not limited to P. triticina (brown or leaf rust), P. striiformis(stripe or yellow rust), P. hordei(dwarf rust), P. graminis (stem orblack rust) or P. recondita (brown or leaf rust) on cereals, such as e.g. wheat, barley or rye and Phakopsoraceae spp. on various plants, inparticular Phakopsora pachyrhizi and P. meibomiae (soybean rust) onsoybeans.

The compounds I and compositions thereof, respectively, are alsosuitable for controlling harmful fungi in the protection of storedproducts or harvest and in the protection of materials.

The term “protection of materials” is to be understood to denote theprotection of technical and non-living materials, such as adhesives,glues, wood, paper and paperboard, textiles, leather, paint dispersions,plastics, cooling lubricants, fiber or fabrics, against the infestationand destruction by harmful microorganisms, such as fungi and bacteria.As to the protection of wood and other materials, the particularattention is paid to the following harmful fungi: Ascomycetes such asOphiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophomaspp., Chaetomium spp., Humicola spp., Petriella spp., Trichurus spp.;Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllumspp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp. andTyromyces spp., Deuteromycetes such as Aspergillus spp., Cladosporiumspp., Penicillium spp., Trichoderma spp., Alternaria spp., Paecilomycesspp. and Zygomycetes such as Mucor spp., and in addition in theprotection of stored products and harvest the following yeast fungi areworthy of note: Candida spp. and Saccharomyces cerevisae.

The method of treatment according to the invention can also be used inthe field of protecting stored products or harvest against attack offungi and microorganisms. According to the present invention, the term“stored products” is understood to denote natural substances of plant oranimal origin and their processed forms, which have been taken from thenatural life cycle and for which long-term protection is desired. Storedproducts of crop plant origin, such as plants or parts thereof, forexample stalks, leafs, tubers, seeds, fruits or grains, can be protectedin the freshly harvested state or in processed form, such as pre-dried,moistened, comminuted, ground, pressed or roasted, which process is alsoknown as post-harvest treatment. Also falling under the definition ofstored products is timber, whether in the form of crude timber, such asconstruction timber, electricity pylons and barriers, or in the form offinished articles, such as furniture or objects made from wood. Storedproducts of animal origin are hides, leather, furs, hairs and the like.The combinations according the present invention can preventdisadvantageous effects such as decay, discoloration or mold. Preferably“stored products” is understood to denote natural substances of plantorigin and their processed forms, more preferably fruits and theirprocessed forms, such as pomes, stone fruits, soft fruits and citrusfruits and their processed forms.

The compounds of formula I can be present in different crystalmodifications whose biological activity may differ. They are likewisesubject matter of the present invention.

The compounds I are employed as such or in form of compositions bytreating the fungi or the plants, plant propagation materials, such asseeds, soil, surfaces, materials or rooms to be protected from fungalattack with a fungicidally effective amount of the active substances.The application can be carried out both before and after the infectionof the plants, plant propagation materials, such as seeds, soil,surfaces, materials or rooms by the fungi. Plant propagation materialsmay be treated with compounds I as such or a composition comprising atleast one compound I prophylactically either at or before planting ortransplanting.

The invention also relates to agrochemical compositions comprising anauxiliary and at least one compound I according to the invention.

An agrochemical composition comprises a fungicidally effective amount ofa compound I. The term “effective amount” denotes an amount of thecomposition or of the compounds I, which is sufficient for controllingharmful fungi on cultivated plants or in the protection of materials andwhich does not result in a substantial damage to the treated plants.Such an amount can vary in a broad range and is dependent on variousfactors, such as the fungal species to be controlled, the treatedcultivated plant or material, the climatic conditions and the specificcompound I used.

The compounds I, their N-oxides and salts can be converted intocustomary types of agrochemical compositions, e. g. solutions,emulsions, suspensions, dusts, powders, pastes, granules, pressings,capsules, and mixtures thereof. Examples for composition types aresuspensions (e. g. SC, OD, FS), emulsifiable concentrates (e. g. EC),emulsions (e. g. EW, EO, ES, ME), capsules (e. g. CS, ZC), pastes,pastilles, wettable powders or dusts (e. g. WP, SP, WS, DP, DS),pressings (e. g. BR, TB, DT), granules (e. g. WG, SG, GR, FG, GG, MG),insecticidal articles (e. g. LN), as well as gel formulations for thetreatment of plant propagation materials such as seeds (e. g. GF). Theseand further compositions types are defined in the “Catalogue ofpesticide formulation types and international coding system”, TechnicalMonograph No. 2, 6^(th) Ed. May 2008, CropLife International.

The compositions are prepared in a known manner, such as described byMollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001;or Knowles, New developments in crop protection product formulation,Agrow Reports DS243, T&F Informa, London, 2005.

Suitable auxiliaries are solvents, liquid carriers, solid carriers orfillers, surfactants, dispersants, emulsifiers, wetters, adjuvants,solubilizers, penetration enhancers, protective colloids, adhesionagents, thickeners, humectants, repellents, attractants, feedingstimulants, compatibilizers, bactericides, anti-freezing agents,anti-foaming agents, colorants, tackifiers and binders.

Suitable solvents and liquid carriers are water and organic solvents,such as mineral oil fractions of medium to high boiling point, e. g.kerosene, diesel oil; oils of vegetable or animal origin; aliphatic,cyclic and aromatic hydrocarbons, e. g. toluene, paraffin,tetrahydronaphthalene, alkylated naphthalenes; alcohols, e. g. ethanol,propanol, butanol, benzyl alcohol, cyclohexanol; glycols; DMSO; ketones,e. g. cyclohexanone; esters, e. g. lactates, carbonates, fatty acidesters, gamma-butyrolactone; fatty acids; phosphonates; amines; amides,e. g. N-methyl pyrrolidone, fatty acid dimethyl amides; and mixturesthereof. Suitable solid carriers or fillers are mineral earths, e. g.silicates, silica gels, talc, kaolins, limestone, lime, chalk, clays,dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesiumsulfate, magnesium oxide; polysaccharides, e. g. cellulose, starch;fertilizers, e. g. ammonium sulfate, ammonium phosphate, ammoniumnitrate, ureas; products of vegetable origin, e. g. cereal meal, treebark meal, wood meal, nutshell meal, and mixtures thereof.

Suitable surfactants are surface-active compounds, such as anionic,cationic, nonionic and amphoteric surfactants, block polymers,polyelectrolytes, and mixtures thereof. Such surfactants can be used asemulsifier, dispersant, solubilizer, wetter, penetration enhancer,protective colloid, or adjuvant. Examples of surfactants are listed inMcCutcheon's, Vol. 1: Emulsifiers & Detergents, McCutcheon'sDirectories, Glen Rock, USA, 2008 (International Ed. or North AmericanEd.).

Suitable anionic surfactants are alkali, alkaline earth or ammoniumsalts of sulfonates, sulfates, phosphates, carboxylates, and mixturesthereof. Examples of sulfonates are alkylaryl sulfonates, diphenylsulfonates, alpha-olefin sulfonates, lignin sulfonates, sulfonates offatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonatesof alkoxylated arylphenols, sulfonates of condensed naphthalenes,sulfonates of dodecyl- and tridecylbenzenes, sulfonates of naphthalenesand alkyl naphthalenes, sulfosuccinates or sulfosuccinamates. Examplesof sulfates are sulfates of fatty acids and oils, of ethoxylatedalkylphenols, of alcohols, of ethoxylated alcohols, or of fatty acidesters. Examples of phosphates are phosphate esters. Examples ofcarboxylates are alkyl carboxylates, and carboxylated alcohol oralkylphenol ethoxylates.

Suitable nonionic surfactants are alkoxylates, N-substituted fatty acidamides, amine oxides, esters, sugar-based surfactants, polymericsurfactants, and mixtures thereof. Examples of alkoxylates are compoundssuch as alcohols, alkylphenols, amines, amides, arylphenols, fatty acidsor fatty acid esters which have been alkoxylated with 1 to 50equivalents. Ethylene oxide and/or propylene oxide may be employed forthe alkoxylation, preferably ethylene oxide. Examples of N-substitutedfatty acid amides are fatty acid glucamides or fatty acid alkanolamides.Examples of esters are fatty acid esters, glycerol esters ormonoglycerides. Examples of sugar-based surfactants are sorbitans,ethoxylated sorbitans, sucrose and glucose esters oralkylpolyglucosides. Examples of polymeric surfactants are home- orcopolymers of vinyl pyrrolidone, vinyl alcohols, or vinyl acetate.

Suitable cationic surfactants are quaternary surfactants, for examplequaternary ammonium compounds with one or two hydrophobic groups, orsalts of long-chain primary amines. Suitable amphoteric surfactants arealkylbetains and imidazolines. Suitable block polymers are blockpolymers of the A-B or A-B-A type comprising blocks of polyethyleneoxide and polypropylene oxide, or of the A-B-C type comprising alkanol,polyethylene oxide and polypropylene oxide. Suitable polyelectrolytesare polyacids or polybases. Examples of polyacids are alkali salts ofpolyacrylic acid or polyacid comb polymers. Examples of polybases arepolyvinyl amines or polyethylene amines.

Suitable adjuvants are compounds, which have a negligible or even nopesticidal activity themselves, and which improve the biologicalperformance of the compound I on the target. Examples are surfactants,mineral or vegetable oils, and other auxiliaries. Further examples arelisted by Knowles, Adjuvants and additives, Agrow Reports DS256, T&FInforma UK, 2006, chapter 5.

Suitable thickeners are polysaccharides (e. g. xanthan gum,carboxymethyl cellulose), inorganic clays (organically modified orunmodified), polycarboxylates, and silicates. Suitable bactericides arebronopol and isothiazolinone derivatives such as alkylisothiazolinonesand benzisothiazolinones.

Suitable anti-freezing agents are ethylene glycol, propylene glycol,urea and glycerin. Suitable anti-foaming agents are silicones, longchain alcohols, and salts of fatty acids. Suitable colorants (e. g. inred, blue, or green) are pigments of low water solubility andwater-soluble dyes. Examples are inorganic colorants (e. g. iron oxide,titan oxide, iron hexacyanoferrate) and organic colorants (e. g.alizarin-, azo- and phthalocyanine colorants). Suitable tackifiers orbinders are polyvinyl pyrrolidones, polyvinyl acetates, polyvinylalcohols, polyacrylates, biological or synthetic waxes, and celluloseethers.

Examples for composition types and their preparation are:

i) Water-soluble concentrates (SL, LS)

10-60 wt % of a compound I and 5-15 wt % wetting agent (e. g. alcoholalkoxylates) are dissolved in water and/or in a water-soluble solvent(e. g. alcohols) ad 100 wt %. The active substance dissolves upondilution with water.

ii) Dispersible concentrates (DC)

5-25 wt % of a compound I and 1-10 wt % dispersant (e. g. polyvinylpyrrolidone) are dissolved in organic solvent (e. g. cyclohexanone) ad100 wt %. Dilution with water gives a dispersion.

iii) Emulsifiable concentrates (EC)

15-70 wt % of a compound I and 5-10 wt % emulsifiers (e. g. calciumdodecylbenzenesulfonate and castor oil ethoxylate) are dissolved inwater-insoluble organic solvent (e. g. aromatic hydrocarbon) ad 100 wt%. Dilution with water gives an emulsion.

iv) Emulsions (EW, EO, ES)

5-40 wt % of a compound I and 1-10 wt % emulsifiers (e. g. calciumdodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in20-40 wt % water-insoluble organic solvent (e. g. aromatic hydrocarbon).This mixture is introduced into water ad 100 wt % by means of anemulsifying machine and made into a homogeneous emulsion. Dilution withwater gives an emulsion.

v) Suspensions (SC, OD, FS)

In an agitated ball mill, 20-60 wt % of a compound I are comminuted withaddition of 2-10 wt % dispersants and wetting agents (e. g. sodiumlignosulfonate and alcohol ethoxylate), 0.1-2 wt % thickener (e. g.xanthan gum) and water ad 100 wt % to give a fine active substancesuspension. Dilution with water gives a stable suspension of the activesubstance. For FS type composition up to 40 wt % binder (e. g. polyvinylalcohol) is added.

vi) Water-dispersible granules and water-soluble granules (WG, SG)

50-80 wt % of a compound I are ground finely with addition ofdispersants and wetting agents (e. g. sodium lignosulfonate and alcoholethoxylate) ad 100 wt % and prepared as water-dispersible orwater-soluble granules by means of technical appliances (e. g.extrusion, spray tower, fluidized bed). Dilution with water gives astable dispersion or solution of the active substance.

vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)

50-80 wt % of a compound I are ground in a rotor-stator mill withaddition of 1-5 wt % dispersants (e. g. sodium lignosulfonate), 1-3 wt %wetting agents (e. g. alcohol ethoxylate) and solid carrier (e. g.silica gel) ad 100 wt %. Dilution with water gives a stable dispersionor solution of the active substance.

viii) Gel (GW, GF)

In an agitated ball mill, 5-25 wt % of a compound I are comminuted withaddition of 3-10 wt % dispersants (e. g. sodium lignosulfonate), 1-5 wt% thickener (e. g. carboxymethyl cellulose) and water ad 100 wt % togive a fine suspension of the active substance. Dilution with watergives a stable suspension of the active substance.

ix) Microemulsion (ME)

5-20 wt % of a compound I are added to 5-30 wt % organic solvent blend(e. g. fatty acid dimethyl amide and cyclohexanone), 10-25 wt %surfactant blend (e. g. alcohol ethoxylate and arylphenol ethoxylate),and water ad 100%. This mixture is stirred for 1 h to producespontaneously a thermodynamically stable microemulsion.

x) Microcapsules (CS)

An oil phase comprising 5-50 wt % of a compound I, 0-40 wt % waterinsoluble organic solvent (e. g. aromatic hydrocarbon), 2-15 wt %acrylic monomers (e. g. methylmethacrylate, methacrylic acid and a di-or triacrylate) are dispersed into an aqueous solution of a protectivecolloid (e. g. polyvinyl alcohol). Radical polymerization results in theformation of poly(meth)acrylate microcapsules. Alternatively, an oilphase comprising 5-50 wt % of a compound I according to the invention,0-40 wt % water insoluble organic solvent (e. g. aromatic hydrocarbon),and an isocyanate monomer (e. g. diphenylmethene-4,4′-diisocyanatae) aredispersed into an aqueous solution of a protective colloid (e. g.polyvinyl alcohol). The addition of a polyamine (e. g.hexamethylenediamine) results in the formation of polyureamicrocapsules. The monomers amount to 1-10 wt %. The wt % relate to thetotal CS composition.

xi) Dustable powders (DP, DS)

1-10 wt % of a compound I are ground finely and mixed intimately withsolid carrier (e. g. finely divided kaolin) ad 100 wt %.

xii) Granules (GR, FG)

0.5-30 wt % of a compound I is ground finely and associated with solidcarrier (e. g. silicate) ad 100 wt %. Granulation is achieved byextrusion, spray-drying or fluidized bed.

xiii) Ultra-low volume liquids (UL)

1-50 wt % of a compound I are dissolved in organic solvent (e. g.aromatic hydrocarbon) ad 100 wt %.

The compositions types i) to xiii) may optionally comprise furtherauxiliaries, such as 0.1-1 wt % bactericides, 5-15 wt % anti-freezingagents, 0.1-1 wt % anti-foaming agents, and 0.1-1 wt % colorants.

The agrochemical compositions generally comprise between 0.01 and 95%,preferably between 0.1 and 90%, more preferably between 1 and 70%, andin particular between 10 and 60%, by weight of active substance. Theactive substances are employed in a purity of from 90% to 100%,preferably from 95% to 100% (according to NMR spectrum).

For the purposes of treatment of plant propagation materials,particularly seeds, solutions for seed treatment (LS), Suspoemulsions(SE), flowable concentrates (FS), powders for dry treatment (DS),water-dispersible powders for slurry treatment (WS), water-solublepowders (SS), emulsions (ES), emulsifiable concentrates (EC), and gels(GF) are usually employed. The compositions in question give, aftertwo-to-tenfold dilution, active substance concentrations of from 0.01 to60% by weight, preferably from 0.1 to 40%, in the ready-to-usepreparations. Application can be carried out before or during sowing.Methods for applying compound I and compositions thereof, respectively,onto plant propagation material, especially seeds, include dressing,coating, pelleting, dusting, and soaking as well as in-furrowapplication methods. Preferably, compound I or the compositions thereof,respectively, are applied on to the plant propagation material by amethod such that germination is not induced, e. g. by seed dressing,pelleting, coating and dusting.

When employed in plant protection, the amounts of active substancesapplied are, depending on the kind of effect desired, from 0.001 to 2 kgper ha, preferably from 0.005 to 2 kg per ha, more preferably from 0.05to 0.9 kg per ha, and in particular from 0.1 to 0.75 kg per ha.

In treatment of plant propagation materials such as seeds, e. g. bydusting, coating or drenching seed, amounts of active substance of from0.1 to 1000 g, preferably from 1 to 1000 g, more preferably from 1 to100 g and most preferably from 5 to 100 g, per 100 kilogram of plantpropagation material (preferably seeds) are generally required.

When used in the protection of materials or stored products, the amountof active substance applied depends on the kind of application area andon the desired effect. Amounts customarily applied in the protection ofmaterials are 0.001 g to 2 kg, preferably 0.005 g to 1 kg, of activesubstance per cubic meter of treated material.

Various types of oils, wetters, adjuvants, fertilizer, ormicronutrients, and further pesticides (e. g. herbicides, insecticides,fungicides, growth regulators, safeners, biopesticides) may be added tothe active substances or the compositions comprising them as premix or,if appropriate not until immediately prior to use (tank mix). Theseagents can be admixed with the compositions according to the inventionin a weight ratio of 1:100 to 100:1, preferably 1:10 to 10:1.

A pesticide is generally a chemical or biological agent (such aspestidal active ingredient, compound, composition, virus, bacterium,antimicrobial or disinfectant) that through its effect deters,incapacitates, kills or otherwise discourages pests. Target pests caninclude insects, plant pathogens, weeds, mollusks, birds, mammals, fish,nematodes (roundworms), and microbes that destroy property, causenuisance, spread disease or are vectors for disease. The term“pesticide” includes also plant growth regulators that alter theexpected growth, flowering, or reproduction rate of plants; defoliantsthat cause leaves or other foliage to drop from a plant, usually tofacilitate harvest; desiccants that promote drying of living tissues,such as unwanted plant tops; plant activators that activate plantphysiology for defense of against certain pests; safeners that reduceunwanted herbicidal action of pesticides on crop plants; and plantgrowth promoters that affect plant physiology e.g. to increase plantgrowth, biomass, yield or any other quality parameter of the harvestablegoods of a crop plant.

The user applies the composition according to the invention usually froma predosage device, a knapsack sprayer, a spray tank, a spray plane, oran irrigation system. Usually, the agrochemical composition is made upwith water, buffer, and/or further auxiliaries to the desiredapplication concentration and the ready-to-use spray liquor or theagrochemical composition according to the invention is thus obtained.Usually, 20 to 2000 liters, preferably 50 to 400 liters, of theready-to-use spray liquor are applied per hectare of agricultural usefularea.

According to one embodiment, individual components of the compositionaccording to the invention such as parts of a kit or parts of a binaryor ternary mixture may be mixed by the user himself in a spray tank orany other kind of vessel used for applications (e. g. seed treaterdrums, seed pelleting machinery, knapsack sprayer) and furtherauxiliaries may be added, if appropriate.

Consequently, one embodiment of the invention is a kit for preparing ausable pesticidal composition, the kit comprising a) a compositioncomprising component 1) as defined herein and at least one auxiliary;and b) a composition comprising component 2) as defined herein and atleast one auxiliary; and optionally c) a composition comprising at leastone auxiliary and optionally a further active component 3) as definedherein.

Mixing the compounds I or the compositions comprising them in the useform as fungicides with other fungicides results in many cases in anexpansion of the fungicidal spectrum of activity being obtained or in aprevention of fungicide resistance development. Furthermore, in manycases, synergistic effects are obtained.

The following list of pesticides II (e. g. pesticidally-activesubstances and biopesticides), in conjunction with which the compounds Ican be used, is intended to illustrate the possible combinations butdoes not limit them:

A) Respiration inhibitors: Inhibitors of complex III at Q_(o) site:azoxystrobin (A.1.1), coumethoxystrobin (A.1.2), coumoxystrobin (A.1.3),dimoxystrobin (A.1.4), enestroburin (A.1.5), fenaminstrobin (A.1.6),fenoxystrobin/flufenoxystrobin (A.1.7), fluoxastrobin (A.1.8),kresoxim-methyl (A.1.9), mandestrobin (A.1.10), metominostrobin(A.1.11), orysastrobin (A.1.12), picoxystrobin (A.1.13), pyraclostrobin(A.1.14), pyrametostrobin (A.1.15), pyraoxystrobin (A.1.16),trifloxystrobin (A.1.17),2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)-2-methoxyimino-N-methyl-acetamide(A.1.18), pyribencarb (A.1.19), triclopyricarb/chlorodincarb (A.1.20),famoxadone (A.1.21), fenamidone (A.1.21),methyl-N-[2-[(1,4-dimethyl-5-phenyl-pyrazol-3-yl)oxylmethyl]phenyl]-N-methoxy-carbamate(A.1.22),1-[3-chloro-2-[[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one(A.1.23),1-[3-bromo-2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one(A.1.24),1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one(A.1.25),1-[2-[[1-(4-chlorophenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl]-4-methyl-tetrazol-5-one(A.1.26),1-[2-[[1-(2,4-dichloro-phenyl)pyrazol-3-yl]oxymethyl]-3-fluoro-phenyl]-4-methyl-tetrazol-5-one(A.1.27),1-[2-[[4-(4-chlorophenyl)thiazol-2-yl]oxymethyl]-3-methyl-phenyl]-4-methyl-tetrazol-5-one(A.1.28),1-[3-chloro-2-[[4-(p-tolyl)thiazol-2-yl]oxymethyl]phenyl]-4-methyl-tetrazol-5-one(A.1.29),1-[3-cyclopropyl-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4-methyl-tetrazol-5-one(A.1.30),1-[3-(difluoromethoxy)-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]-4-methyl-tetrazol-5-one(A.1.31),1-methyl-4-[3-methyl-2-[[2-methyl-4-(1-methylpyrazol-3-yl)phenoxy]methyl]phenyl]tetrazol-5-one(A.1.32),1-methyl-4-[3-methyl-2-[[1-[3-(trifluoromethyl)phenyl]-ethylideneamino]oxymethyl]phenyl]tetrazol-5-one(A.1.33),(Z,2E)-5-[1-(2,4-dichlorophenyl)pyrazol-3-yl]-oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide(A.1.34),(Z,2E)-5-[1-(4-chlorophenyl)pyrazol-3-yl]oxy-2-methoxyimino-N,3-dimethyl-pent-3-enamide(A.1.35), pyriminostrobin (A.1.36), bifujunzhi (A.1.37),2-(ortho-((2,5-dimethylphenyl-oxymethylen)phenyl)-3-methoxy-acrylic acidmethylester (A.1.38).

Inhibitors of complex III at Q_(i) site: cyazofamid (A.2.1), amisulbrom(A.2.2),[(6S,7R,8R)-8-benzyl-3-[(3-hydroxy-4-methoxy-pyridine-2-carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]2-methylpropanoate (A.2.3),[2-[[(7R,8R,9S)-7-benzyl-9-methyl-8-(2-methylpropanoyloxy)-2,6-dioxo-1,5-dioxonan-3-yl]carbamoyl]-4-methoxy-3-pyridyl]oxymethyl2-methylpropanoate (A.2.4).[(6S,7R,8R)-8-benzyl-3-[[4-methoxy-3-(propanoyloxy-methoxy)pyridine-2-carbonyl]amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl]2-methylpropanoate (A.2.5).

Inhibitors of complex II: benodanil (A.3.1), benzovindiflupyr (A.3.2),bixafen (A.3.3), boscalid (A.3.4), carboxin (A.3.5), fenfuram (A.3.6),fluopyram (A.3.7), flutolanil (A.3.8), fluxapyroxad (A.3.9), furametpyr(A.3.10), isofetamid (A.3.11), isopyrazam (A.3.12), mepronil (A.3.13),oxycarboxin (A.3.14), penflufen (A.3.15), penthiopyrad (A.3.16),3-(difluoromethyl)-N-methoxy-1-methyl-N-[1-methyl-2-(2,4,6-trichlorophenyl)ethyl]pyrazole-4-carboxamide(A.3.17),N-[2-(3,4-difluorophenyl)phenyl]-3-(trifluoromethyl)pyrazine-2-carboxamide(A.3.18), sedaxane (A.3.19), tecloftalam (A.3.20), thifluzamide(A.3.21),3-(difluoromethyl)-1-methyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide(A.3.22),3-(trifluoromethyl)-1-methyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide(A.3.23),1,3-dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide(A.3.24),3-(trifluoromethyl)-1,5-dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide(A.3.25),1,3,5-trimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide(A.3.26),3-(difluoromethyl)-1,5-dimethyl-N-(1,1,3-trimethylindan-4-yl)pyrazole-4-carboxamide(A.3.27),3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl-indan-4-yl)-1-methyl-pyrazole-4-carboxamide(A.3.28), methyl(E)-2-[2-[(5-cyano-2-methyl-phenoxy)methyl]phenyl]-3-methoxy-prop-2-enoate(A.3.30),N-[(5-chloro-2-isopropyl-phenyl)methyl]-N-cyclopropyl-3-(difluoromethyl)-5fluoro-1-methyl-pyrazole-4-carboxamide (A.3.31),2-(difluoromethyl)-N-(1,1,3-trimethyl-indan-4-yl)pyridine-3-carboxamide(A.3.32),2-(difluoromethyl)-N-[(3R)-1,1,3-trimethylindan-4-yl]pyridine-3-carboxamide(A.3.33),2-(difluoromethyl)-N-(3-ethyl-1,1-dimethyl-indan-4-yl)-pyridine-3-carboxamide(A.3.34),2-(difluoromethyl)-N-[(3R)-3-ethyl-1,1-dimethyl-indan-4-yl]-pyridine-3-carboxamide(A.3.35),2-(difluoromethyl)-N-(1,1-dimethyl-3-propyl-indan-4-yl)-pyridine-3-carboxamide(A.3.36),2-(difluoromethyl)-N-[(3R)-1,1-dimethyl-3-propyl-indan-4-yl]-pyridine-3-carboxamide(A.3.37),2-(difluoromethyl)-N-(3-isobutyl-1,1-dimethyl-indan-4-yl)-pyridine-3-carboxamide(A.3.38), 2-(difluoromethyl)-N-[(3R)-3-isobutyl-1,1-dimethyl-indan-4yl]pyridine-3-carboxamide (A.3.39).

Other respiration inhibitors: diflumetorim (A.4.1); nitrophenylderivates: binapacryl (A.4.2), dinobuton (A.4.3), dinocap (A.4.4),fluazinam (A.4.5), meptyldinocap (A.4.6), ferimzone (A.4.7); organometalcompounds: fentin salts, e. g. fentin-acetate (A.4.8), fentin chloride(A.4.9) or fentin hydroxide (A.4.10); ametoctradin (A.4.11); silthiofam(A.4.12).

B) Sterol biosynthesis inhibitors (SBI fungicides)

C14 demethylase inhibitors: triazoles: azaconazole (B.1.1), bitertanol(B.1.2), bromuconazole (B.1.3), cyproconazole (B.1.4), difenoconazole(B.1.5), diniconazole (B.1.6), diniconazole-M (B.1.7), epoxiconazole(B.1.8), fenbuconazole (B.1.9), fluquinconazole (B.1.10), flusilazole(B.1.11), flutriafol (B.1.12), hexaconazole (B.1.13), imibenconazole(B.1.14), ipconazole (B.1.15), metconazole (B.1.17), myclobutanil(B.1.18), oxpoconazole (B.1.19), paclobutrazole (B.1.20), penconazole(B.1.21), propiconazole (B.1.22), prothioconazole (B.1.23), simeconazole(B.1.24), tebuconazole (B.1.25), tetraconazole (B.1.26), triadimefon(B.1.27), triadimenol (B.1.28), triticonazole (B.1.29), uniconazole(B.1.30),1-[rel-(2S;3R)-3-(2-chloro-phenyl)-2-(2,4-difluorophenyl)-oxiranylmethyl]-5-thiocyanato-1H-[1,2,4]triazole(B.1.31),2-[rel-(2S;3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)-oxiranylmethyl]-2H-[1,2,4]triazole-3-thiol(B.1.32),2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)pentan-2-ol(B.1.33),1-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-cyclopropyl-2-(1,2,4-triazol-1-yl)ethanol(B.1.34),2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol(B.1.35),2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol(B.1.36),2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol(B.1.37),2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol(B.1.38),2-[2-chloro-4-(4-chlorophenoxy)phenyl]-3-methyl-1-(1,2,4-triazol-1-yl)butan-2-ol(B.1.39),2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)pentan-2-ol(B.1.40),2-[4-(4-fluorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol(B.1.41),2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)pent-3-yn-2-ol(B.1.42),2-(chloromethyl)-2-methyl-5-(p-tolylmethyl)-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol(B.1.43); imidazoles: imazalil (B.1.44), pefurazoate (B.1.45),prochloraz (B.1.46), triflumizol (B.1.47); pyrimidines, pyridines andpiperazines: fenarimol (B.1.49), pyrifenox (B.1.50), triforine (B.1.51),[3-(4-chloro-2-fluoro-phenyl)-5-(2,4-di-fluorophenyl)isoxazol-4-yl]-(3-pyridyl)methanol(B.1.52).

Delta14-reductase inhibitors: aldimorph (B.2.1), dodemorph (B.2.2),dodemorph-acetate (B.2.3), fenpropimorph (B.2.4), tridemorph (B.2.5),fenpropidin (B.2.6), piperalin (B.2.7), spiroxamine (B.2.8).

Inhibitors of 3-keto reductase: fenhexamid (B.3.1).

Other Sterol biosynthesis inhibitors: chlorphenomizole (B.4.1).

C) Nucleic acid synthesis inhibitors

Phenylamides or acyl amino acid fungicides: benalaxyl (C.1.1),benalaxyl-M (C.1.2), kiralaxyl (C.1.3), metalaxyl (C.1.4), metalaxyl-M(C.1.5), ofurace (C.1.6), oxadixyl (C.1.7).

Other nucleic acid synthesis inhibitors: hymexazole (C.2.1), octhilinone(C.2.2), oxolinic acid (C.2.3), bupirimate (C.2.4), 5-fluorocytosine(C.2.5), 5-fluoro-2-(p-tolylmethoxy)pyrimidin-4-amine (C.2.6),5-fluoro-2-(4-fluorophenylmethoxy)pyrimidin-4-amine (C.2.7),5-fluoro-2-(4-chlorophenylmethoxy)pyrimidin-4 amine (C.2.8).

D) Inhibitors of cell division and cytoskeleton

Tubulin inhibitors: benomyl (D.1.1), carbendazim (D.1.2), fuberidazole(D1.3), thiabendazole (D.1.4), thiophanate-methyl (D.1.5),3-chloro-4-(2,6-difluorophenyl)-6-methyl-5-phenyl-pyridazine (D.1.6),3-chloro-6-methyl-5-phenyl-4-(2,4,6-trifluorophenyl)pyridazine (D.1.7),N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]butanamide (D.1.8),N-ethyl-2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-acetamide(D.1.9),2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)butanamide(D.1.10),2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methoxy-acetamide(D.1.11), 2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-propyl-butanamide(D.1.12),2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methoxy-N-propyl-acetamide(D.1.13),2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-2-methylsulfanyl-N-propyl-acetamide(D.1.14),2-[(3-ethynyl-8-methyl-6-quinolyl)oxy]-N-(2-fluoroethyl)-2-methylsulfanyl-acetamide(D.1.15),4-(2-bromo-4-fluoro-phenyl)-N-(2-chloro-6-fluoro-phenyl)-2,5-dimethyl-pyrazol-3-amine (D.1.16).

Other cell division inhibitors: diethofencarb (D.2.1), ethaboxam(D.2.2), pencycuron (D.2.3), fluopicolide (D.2.4), zoxamide (D.2.5),metrafenone (D.2.6), pyriofenone (D.2.7).

E) Inhibitors of amino acid and protein synthesis

Methionine synthesis inhibitors: cyprodinil (E.1.1), mepanipyrim(E.1.2), pyrimethanil (E.1.3). Protein synthesis inhibitors:blasticidin-S (E.2.1), kasugamycin (E.2.2), kasugamycinhydrochloride-hydrate (E.2.3), mildiomycin (E.2.4), streptomycin(E.2.5), oxytetracyclin (E.2.6).

F) Signal transduction inhibitors

MAP/histidine kinase inhibitors: fluoroimid (F.1.1), iprodione (F.1.2),procymidone (F.1.3), vinclozolin (F.1.4), fludioxonil (F.1.5).

G protein inhibitors: quinoxyfen (F.2.1).

G) Lipid and membrane synthesis inhibitors

Phospholipid biosynthesis inhibitors: edifenphos (G.1.1), iprobenfos(G.1.2), pyrazophos (G.1.3), isoprothiolane (G.1.4).

Lipid peroxidation: dicloran (G.2.1), quintozene (G.2.2), tecnazene(G.2.3), tolclofos-methyl (G.2.4), biphenyl (G.2.5), chloroneb (G.2.6),etridiazole (G.2.7).

Phospholipid biosynthesis and cell wall deposition: dimethomorph(G.3.1), flumorph (G.3.2), mandipropamid (G.3.3), pyrimorph (G.3.4),benthiavalicarb (G.3.5), iprovalicarb (G.3.6), valifenalate (G.3.7).

Compounds affecting cell membrane permeability and fatty acides:propamocarb (G.4.1). Inhibitors of oxysterol binding protein:oxathiapiprolin (G.5.1),2-{3-[2-(1-{[3,5-bis(difluoro-methyl-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-phenylmethanesulfonate (G.5.2),2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-acetyl}piperidin-4-yl)1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenylmethanesulfonate (G.5.3),4-[1-[2-[3-(difluoromethyl)-5-methyl-pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.4),4-[1-[2-[3,5-bis(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.5),4-[1-[2-[3-(difluoromethyl)-5-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.6),4-[1-[2-[5-cyclopropyl-3-(difluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.7),4-[1-[2-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.8),4-[1-[2-[5-(difluoromethyl)-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.9),4-[1-[2-[3,5-bis(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.10),(4-[1-[2-[5-cyclopropyl-3-(trifluoromethyl)pyrazol-1-yl]acetyl]-4-piperidyl]-N-tetralin-1-yl-pyridine-2-carboxamide(G.5.11).

H) Inhibitors with Multi Site Action

Inorganic active substances: Bordeaux mixture (H.1.1), copper (H.1.2),copper acetate (H.1.3), copper hydroxide (H.1.4), copper oxychloride(H.1.5), basic copper sulfate (H.1.6), sulfur (H.1.7).

Thio- and dithiocarbamates: ferbam (H.2.1), mancozeb (H.2.2), maneb(H.2.3), metam (H.2.4), metiram (H.2.5), propineb (H.2.6), thiram(H.2.7), zineb (H.2.8), ziram (H.2.9). Organochlorine compounds:anilazine (H.3.1), chlorothalonil (H.3.2), captafol (H.3.3), captan(H.3.4), folpet (H.3.5), dichlofluanid (H.3.6), dichlorophen (H.3.7),hexachlorobenzene (H.3.8), pentachlorphenole (H.3.9) and its salts,phthalide (H.3.10), tolylfluanid (H.3.11). Guanidines and others:guanidine (H.4.1), dodine (H.4.2), dodine free base (H.4.3), guazatine(H.4.4), guazatine-acetate (H.4.5), iminoctadine (H.4.6),iminoctadine-triacetate (H.4.7), iminoctadine-tris(albesilate) (H.4.8),dithianon (H.4.9),2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c′]dipyrrole-1,3,5,7(2H,6H)-tetraone(H.4.10).

I) Cell wall synthesis inhibitors

Inhibitors of glucan synthesis: validamycin (I.1.1), polyoxin B (I.1.2).

Melanin synthesis inhibitors: pyroquilon (I.2.1), tricyclazole (I.2.2),carpropamid (I.2.3), dicyclomet (I.2.4), fenoxanil (I.2.5).

J) Plant defence inducers

Acibenzolar-S-methyl (J.1.1), probenazole (J.1.2), isotianil (J.1.3),tiadinil (J.1.4), prohexadione-calcium (J.1.5); phosphonates: fosetyl(J.1.6), fosetyl-aluminum (J.1.7), phosphorous acid and its salts(J.1.8), potassium or sodium bicarbonate (J.1.9),4-cyclopropyl-N-(2,4-dimethoxyphenyl)thiadiazole-5-carboxamide (J.1.10).

K) Unknown mode of action

Bronopol (K.1.1), chinomethionat (K.1.2), cyflufenamid (K.1.3),cymoxanil (K.1.4), dazomet (K.1.5), debacarb (K.1.6), diclocymet(K.1.7), diclomezine (K.1.8), difenzoquat (K.1.9),di-fenzoquat-methylsulfate (K.1.10), diphenylamin (K.1.11), fenitropan(K.1.12), fenpyrazamine (K.1.13), flumetover (K.1.14), flusulfamide(K.1.15), flutianil (K.1.16), harpin (K.1.17), methasulfocarb (K.1.18),nitrapyrin (K.1.19), nitrothal-isopropyl (K.1.20), tolprocarb (K.1.21),oxin-copper (K.1.22), proquinazid (K.1.23), tebufloquin (K.1.24),tecloftalam (K.1.25), triazoxide (K.1.26),N′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methylformamidine (K.1.27),N′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-eth-yl-N-methylformamidine (K.1.28),N′-[4-[[3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl]-oxy]-2,5-dimethyl-phenyl]-N-ethyl-N-methyl-formamidine(K.1.29),N′-(5-bromo-6-indan-2-yl-oxy-2-methyl-3-pyridyl)-N-ethyl-N-methyl-formamidine(K.1.30),N′-[5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine(K.1.31),N′-[5-bromo-6-(4-isopropylcyclohexoxy)-2-methyl-3-pyridyl]-N-ethyl-N-methyl-formamidine(K.1.32),N′-[5-bromo-2-methyl-6-(1-phenylethoxy)-3-pyridyl]-N-ethyl-N-methyl-formamidine(K.1.33),N′-(2-methyl-5-trifluoromethyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K.1.34),N′-(5-difluoromethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methylformamidine (K.1.35),2-(4-chloro-phenyl)-N-[4-(3,4-dimethoxy-phenyl)-isoxazol-5-yl]-2-prop-2-ynyloxy-acetamide(K.1.36),3-[5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine(pyrisoxazole) (K.1.37),3-[5-(4-methylphenyl)-2,3-dimethyl-isoxazolidin-3 yl]-pyridine (K.1.38),5-chloro-1-(4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzoimidazole(K.1.39), ethyl (Z)-3-amino-2-cyano-3-phenyl-prop-2-enoate (K.1.40),picarbutrazox (K.1.41), pentylN-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenyl-methylene]amino]oxymethyl]-2-pyridyl]carbamate(K.1.42), but-3-ynylN-[6-[[(Z)-[(1-methyltetrazol-5-yl)-phenylmethylene]amino]oxymethyl]-2-pyridyl]carbamate(K.1.43),2-[2-[(7,8-difluoro-2-methyl-3-quinolyl)oxy]-6-fluoro-phenyl]propan-2-ol(K.1.44),2-[2-fluoro-6-[(8-fluoro-2-methyl-3-quinolyl)oxy]phen-yl]propan-2-ol(K.1.45),3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinoline(K.1.46), quinofumelin (K.1.47),3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline(K.1.48), 9-fluoro-2,2-dimethyl-5-(3-quinolyl)-3H-1,4-benzoxazepine(K.1.49), 2-(6-benzyl-2-pyridyl)quinazoline (K.1.50),2-[6-(3-fluoro-4-methoxy-phenyl)-5-methyl-2-pyridyl]quinazoline(K.1.51), 3-[(3,4-dichloroisothiazol-5-yl)methoxy]-1,2-benzothiazole1,1-dioxide (K.1.52),N′-(2,5-dimethyl-4-phenoxy-phenyl)-N-ethyl-N-methyl-formamidine(K.1.53).

M) Growth regulators

abscisic acid (M.1.1), amidochlor, ancymidol, 6-benzylaminopurine,brassinolide, butralin, chlormequat, chlormequat chloride, cholinechloride, cyclanilide, daminozide, dikegulac, dimethipin,2,6-dimethylpuridine, ethephon, flumetralin, flurprimidol, fluthiacet,forchlorfenuron, gibberellic acid, inabenfide, indole-3-acetic acid,maleic hydrazide, mefluidide, mepiquat, mepiquat chloride,naphthaleneacetic acid, N-6-benzyladenine, paclobutrazol, prohexadione,prohexadione-calcium, prohydrojasmon, thidiazuron, triapenthenol,tributyl phosphorotrithioate, 2,3,5-tri-iodobenzoic acid,trinexapac-ethyl and uniconazole;

N) Herbicides from classes N.1 to N.15

N.1 Lipid biosynthesis inhibitors: alloxydim (N.1.1), alloxydim-sodium(N.1.2), butroxydim (N.1.3), clethodim (N.1.4), clodinafop (N.1.5),clodinafop-propargyl (N.1.6), cycloxydim (N.1.7), cyhalofop (N.1.8),cyhalofop-butyl (N.1.9), diclofop (N.1.10), diclofop-methyl (N.1.11),fenoxaprop (N.1.12), fenoxaprop-ethyl (N.1.13), fenoxaprop-P (N.1.14),fenoxaprop-P-ethyl (N.1.15), fluazifop (N.1.16), fluazifop-butyl(N.1.17), fluazifop-P (N.1.18), fluazifop-P-butyl (N.1.19), haloxyfop(N.1.20), haloxyfop-methyl (N.1.21), haloxyfop-P (N.1.22),haloxyfop-P-methyl (N.1.23), metamifop (N.1.24), pinoxaden (N.1.25),profoxydim (N.1.26), propaquizafop (N.1.27), quizalofop (N.1.28),quizalofop-ethyl (N.1.29), quizalofop-tefuryl (N.1.30), quizalofop-P(N.1.31), quizalofop-P-ethyl (N.1.32), quizalofop-P-tefuryl (N.1.33),sethoxydim (N.1.34), tepraloxydim (N.1.35), tralkoxydim (N.1.36),4-(4′-chloro-4-cyclo¬propyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one((N.1.37) CAS 1312337-72-6);4-(2′,4′-dichloro-4-cyclopropyl[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one((N.1.38) CAS 1312337-45-3);4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one((N.1.39) CAS 1033757-93-5);4-(2′,4′-Dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione((N.1.40) CAS 1312340-84-3);5-(acetyloxy)-4-(4′-chloro-4-cyclopropyl-2′-fluoro[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one((N.1.41) CAS 1312337-48-6);5-(acetyloxy)-4-(2′,4′-dichloro-4-cyclopropyl-[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one(N.1.42);5-(acetyloxy)-4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one((N.1.43) CAS 1312340-82-1);5-(acetyloxy)-4-(2′,4′-dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one((N.1.44) CAS 1033760-55-2);4-(4′-chloro-4-cyclopropyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester ((N.1.45) CAS 1312337-51-1);4-(2′,4′-dichloro-4-cyclopropyl-[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester (N.1.46);4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester ((N.1.47) CAS 1312340-83-2);4-(2′,4′-dichloro-4-ethyl¬[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-ylcarbonic acid methyl ester ((N.1.48) CAS 1033760-58-5); benfuresate(N.1.49), butylate (N.1.50), cycloate (N.1.51), dalapon (N.1.52),dimepiperate (N.1.53), EPTC (N.1.54), esprocarb (N.1.55), ethofumesate(N.1.56), flupropanate (N.1.57), molinate (N.1.58), orbencarb (N.1.59),pebulate (N.1.60), prosulfocarb (N.1.61), TCA (N.1.62), thiobencarb(N.1.63), tiocarbazil (N.1.64), triallate (N.1.65) and vernolate(N.1.66);

N.2 ALS inhibitors: amidosulfuron (N.2.1), azimsulfuron (N.2.2),bensulfuron (N.2.3), bensulfuron-methyl (N.2.4), chlorimuron (N.2.5),chlorimuron-ethyl (N.2.6), chlorsulfuron (N.2.7), cinosulfuron (N.2.8),cyclosulfamuron (N.2.9), ethametsulfuron (N.2.10), ethametsulfuronmethyl(N.2.11), ethoxysulfuron (N.2.12), flazasulfuron (N.2.13),flucetosulfuron (N.2.14), flupyrsulfuron (N.2.15),flupyrsulfuron-methyl-sodium (N.2.16), foramsulfuron (N.2.17),halosulfuron (N.2.18), halosulfuron-methyl (N.2.19), imazosulfuron(N.2.20), iodosulfuron (N.2.21), iodosulfuron-methyl-sodium (N.2.22),iofensulfuron (N.2.23), iofensulfuron-sodium (N.2.24), mesosulfuron(N.2.25), metazosulfuron (N.2.26), metsulfuron (N.2.27),metsulfuron-methyl (N.2.28), nicosulfuron (N.2.29), orthosulfamuron(N.2.30), oxasulfuron (N.2.31), primisulfuron (N.2.32),primisulfuron-methyl (N.2.33), propyrisulfuron (N.2.34), prosulfuron(N.2.35), pyrazosulfuron (N.2.36), pyrazosulfuron-ethyl (N.2.37),rimsulfuron (N.2.38), sulfometuron (N.2.39), sulfometuron-methyl(N.2.40), sulfosulfuron (N.2.41), thifensulfuron (N.2.42),thifensulfuron-methyl (N.2.43), triasulfuron (N.2.44), tribenuron(N.2.45), tribenuron-methyl (N.2.46), trifloxysulfuron (N.2.47),triflusulfuron (N.2.48), triflusulfuron-methyl (N.2.49), tritosulfuron(N.2.50), imazamethabenz (N.2.51), imazamethabenz-methyl (N.2.52),imazamox (N.2.53), imazapic (N.2.54), imazapyr (N.2.55), imazaquin(N.2.56), imazethapyr (N.2.57); cloransulam (N.2.58), cloransulam-methyl(N.2.59), diclosulam (N.2.60), flumetsulam (N.2.61), florasulam(N.2.62), metosulam (N.2.63), penoxsulam (N.2.64), pyrimisulfan (N.2.65)and pyroxsulam (N.2.66); bispyribac (N.2.67), bispyribac-sodium(N.2.68), pyribenzoxim (N.2.69), pyriftalid (N.2.70), pyriminobac(N.2.71), pyriminobac-methyl (N.2.72), pyrithiobac (N.2.73),pyrithiobac-sodium (N.2.74),4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]-benzoicacid-1-methyl¬ethyl ester ((N.2.75) CAS 420138-41-6),4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]¬methyl]amino]-benzoicacid propyl ester ((N.2.76) CAS 420138-40-5),N-(4-bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzenemethanamine((N.2.77) CAS 420138-01-8); flucarbazone (N.2.78), flucarbazone-sodium(N.2.79), propoxycarbazone (N.2.80), propoxycarbazone-sodium (N.2.81),thiencarbazone (N.2.82), thiencarbazone-methyl (N.2.83), triafamone(N.2.84);

N.3 Photosynthesis inhibitors: amicarbazone (N.3.1); chlorotriazine(N.3.2); ametryn (N.3.3), atrazine (N.3.4), chloridazone (N.3.5),cyanazine (N.3.6), desmetryn (N.3.7), dimethametryn (N.3.8), hexazinone(N.3.9), metribuzin (N.3.10), prometon (N.3.11), prometryn (N.3.12),propazine (N.3.13), simazine (N.3.14), simetryn (N.3.15), terbumeton(N.3.16), terbuthylazin (N.3.17), terbutryn (N.3.18), trietazin(N.3.19); chlorobromuron (N.3.20), chlorotoluron (N.3.21), chloroxuron(N.3.22), dimefuron (N.3.23), diuron (N.3.24), fluometuron (N.3.25),isoproturon (N.3.26), isouron (N.3.27), linuron (N.3.28), metamitron(N.3.29), methabenzthiazuron (N.3.30), metobenzuron (N.3.31), metoxuron(N.3.32), monolinuron (N.3.33), neburon (N.3.34), siduron (N.3.35),tebuthiuron (N.3.36), thiadiazuron (N.3.37), desmedipham (N.3.38),karbutilat (N.3.39), phenmedipham (N.3.40), phenmedipham-ethyl (N.3.41),bromofenoxim (N.3.42), bromoxynil (N.3.43) and its salts and esters,ioxynil (N.3.44) and its salts and esters, bromacil (N.3.45), lenacil(N.3.46), terbacil (N.3.47), bentazon (N.3.48), bentazon-sodium(N.3.49), pyridate (N.3.50), pyridafol (N.3.51), pentanochlor (N.3.52),propanil (N.3.53); diquat (N.3.54), diquat-dibromide (N.3.55), paraquat(N.3.56), paraquat-dichloride (N.3.57), paraquat-dimetilsulfate(N.3.58); N.4 protoporphyrinogen-IX oxidase inhibitors: acifluorfen(N.4.1), acifluorfen-sodium (N.4.2), azafenidin (N.4.3), bencarbazone(N.4.4), benzfendizone (N.4.5), bifenox (N.4.6), butafenacil (N.4.7),carfentrazone (N.4.8), carfentrazone-ethyl (N.4.9), chlormethoxyfen(N.4.10), cinidon-ethyl (N.4.11), fluazolate (N.4.12), flufenpyr(N.4.13), flufenpyr-ethyl (N.4.14), flumiclorac (N.4.15),flumiclorac-pentyl (N.4.16), flumioxazin (N.4.17), fluoroglycofen(N.4.18), fluoroglycofen-ethyl (N.4.19), fluthiacet (N.4.20),fluthiacet-methyl (N.4.21), fomesafen (N.4.22), halosafen (N.4.23),lactofen (N.4.24), oxadiargyl (N.4.25), oxadiazon (N.4.26), oxyfluorfen(N.4.27), pentoxazone (N.4.28), profluazol (N.4.29), pyraclonil(N.4.30), pyraflufen (N.4.31), pyraflufen-ethyl (N.4.32), saflufenacil(N.4.33), sulfentrazone (N.4.34), thidiazimin (N.4.35), tiafenacil(N.4.36), trifludimoxazin (N.4.37), ethyl[3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridyloxy]acetate((N.4.38) CAS 353292-31-6),N-ethyl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide((N.4.39) CAS 452098-92-9), Ntetrahydrofurfuryl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide((N.4.40) CAS 915396-43-9),N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethyl¬phenoxy)-5-methyl-1H-pyrazole-1-carboxamide((N.4.41) CAS 452099-05-7), Ntetrahydro¬furfuryl-3-(2-chloro-6-fluoro-4-trifluoro¬methylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide((N.4.42) CAS 452100-03-7),3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl]-1,5-dimethyl-6-thioxo-[1,3,5]triazinan-2,4-dione((N.4.43) CAS 451484-50-7),2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-isoindole-1,3-dione((N.4.44) CAS 1300118-96-0),1-methyl-6-trifluoro¬methyl-3-(2,2,7-tri-fluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-1H-pyrimidine-2,4-dione((N.4.45) CAS 1304113-05-0), methyl(E)-4-[2-chloro-5-[4-chloro-5-(difluoromethoxy)-1H-methyl-pyrazol-3-yl]-4-fluoro-phenoxy]-3-methoxy-but-2-enoate((N.4.46) CAS 948893-00-3),3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)-1H-pyrimidine-2,4-dione((N.4.47) CAS 212754-02-4);

N.5 Bleacher herbicides: beflubutamid (N.5.1), diflufenican (N.5.2),fluridone (N.5.3), flurochloridone (N.5.4), flurtamone (N.5.5),norflurazon (N.5.6), picolinafen (N.5.7),4-(3-trifluoromethyl¬phenoxy)-2-(4-trifluoromethylphenyl)¬pyrimidine((N.5.8) CAS 180608-33-7); benzobicyclon (N.5.9), benzofenap (N.5.10),bicyclopyrone (N.5.11), clomazone (N.5.12), fenquintrione (N.5.13),isoxaflutole (N.5.14), mesotrione (N.5.15), pyrasulfotole (N.5.16),pyrazolynate (N.5.17), pyrazoxyfen (N.5.18), sulcotrione (N.5.19),tefuryltrione (N.5.20), tembotrione (N.5.21), tolpyralate (N.5.22),topramezone (N.5.23); aclonifen (N.5.24), amitrole (N.5.25), flumeturon(N.5.26);

N.6 EPSP synthase inhibitors: glyphosate (N.6.1),glyphosate-isopropylammonium (N.6.2), glyphosate-potassium (N.6.3),glyphosate-trimesium (sulfosate) (N.6.4);

N.7 Glutamine synthase inhibitors: bilanaphos (bialaphos) (N.7.1),bilanaphos-sodium (N.7.2), glufosinate (N.7.3), glufosinate-P (N.7.4),glufosinate-ammonium (N.7.5);

N.8 DHP synthase inhibitors: asulam (N.8.1);

N.9 Mitosis inhibitors: benfluralin (N.9.1), butralin (N.9.2),dinitramine (N.9.3), ethalfluralin (N.9.4), fluchloralin (N.9.5),oryzalin (N.9.6), pendimethalin (N.9.7), prodiamine (N.9.8), trifluralin(N.9.9); amiprophos (N.9.10), amiprophos-methyl (N.9.11), butamiphos(N.9.12); chlorthal (N.9.13), chlorthal-dimethyl (N.9.14), dithiopyr(N.9.15), thiazopyr (N.9.16), propyzamide (N.9.17), tebutam (N.9.18);carbetamide (N.9.19), chlorpropham (N.9.20), flamprop (N.9.21),flamprop-isopropyl (N.9.22), flamprop-methyl (N.9.23),flamprop-M-isopropyl (N.9.24), flamprop-M-methyl (N.9.25), propham(N.9.26);

N.10 VLCFA inhibitors: acetochlor (N.10.1), alachlor (N.10.2), butachlor(N.10.3), dimethachlor (N.10.4), dimethenamid (N.10.5), dimethenamid-P(N.10.6), metazachlor (N.10.7), metolachlor (N.10.8),metolachlor-S(N.10.9), pethoxamid (N.10.10), pretilachlor (N.10.11),propachlor (N.10.12), propisochlor (N.10.13), thenylchlor (N.10.14),flufenacet (N.10.15), mefenacet (N.10.16), diphenamid (N.10.17),naproanilide (N.10.18), napropamide (N.10.19), napropamide-M (N.10.20),fentrazamide (N.10.21), anilofos (N.10.22), cafenstrole (N.10.23),fenoxasulfone (N.10.24), ipfencarbazone (N.10.25), piperophos (N.10.26),pyroxasulfone (N.10.27), isoxazoline compounds of the formulae II.1,II.2, II.3, II.4, II.5, II.6, II.7, II.8 and II.9

N.11 Cellulose biosynthesis inhibitors: chlorthiamid (N.11.1),dichlobenil (N.11.2), flupoxam (N.11.3), indaziflam (N.11.4), isoxaben(N.11.5), triaziflam (N.11.6),1-cyclohexyl-5-pentafluorphenyloxy-14-[1,2,4,6]thiatriazin-3-ylamine((N.11.7) CAS 175899-01-1);

N.12 Decoupler herbicides: dinoseb (N.12.1), dinoterb (N.12.2), DNOC(N.12.3) and its salts;

N.13 Auxinic herbicides: 2,4-D (N.13.1) and its salts and esters,clacyfos (N.13.2), 2,4-DB (N.13.3) and its salts and esters,aminocyclopyrachlor (N.13.4) and its salts and esters, aminopyralid(N.13.5) and its salts such as aminopyralid-dimethylammonium (N.13.6),aminopyralid-tris(2-hydroxypropyl)ammonium (N.13.7) and its esters,benazolin (N.13.8), benazolin-ethyl (N.13.9), chloramben (N.13.10) andits salts and esters, clomeprop (N.13.11), clopyralid (N.13.12) and itssalts and esters, dicamba (N.13.13) and its salts and esters,dichlorprop (N.13.14) and its salts and esters, dichlorprop-P (N.13.15)and its salts and esters, fluroxypyr (N.13.16), fluroxypyr-butometyl(N.13.17), fluroxypyr-meptyl (N.13.18), halauxifen (N.13.) and its saltsand esters (CAS 943832-60-8); MCPA (N.13.) and its salts and esters,MCPA-thioethyl (N.13.19), MCPB (N.13.20) and its salts and esters,mecoprop (N.13.21) and its salts and esters, mecoprop-P (N.13.22) andits salts and esters, picloram (N.13.23) and its salts and esters,quinclorac (N.13.24), quinmerac (N.13.25), TBA (2,3,6) (N.13.26) and itssalts and esters, triclopyr (N.13.27) and its salts and esters,4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylicacid (N.13.28), benzyl4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-5-fluoropyridine-2-carboxylate((N.13.29) CAS 1390661-72-9);

N.14 Auxin transport inhibitors: diflufenzopyr (N.14.1),diflufenzopyr-sodium (N.14.2), naptalam (N.14.3) and naptalam-sodium(N.14.4);

N.15 Other herbicides: bromobutide (N.15.1), chlorflurenol (N.15.2),chlorflurenol-methyl (N.15.3), cinmethylin (N.15.4), cumyluron (N.15.5),cyclopyrimorate ((N.15.6) CAS 499223-49-3) and its salts and esters,dalapon (N.15.7), dazomet (N.15.8), difenzoquat (N.15.9),difenzoquat-metilsulfate (N.15.10), dimethipin (N.15.11), DSMA(N.15.12), dymron (N.15.13), endothal (N.15.14) and its salts,etobenzanid (N.15.15), flurenol (N.15.16), flurenol-butyl (N.15.17),flurprimidol (N.15.18), fosamine (N.15.19), fosamine-ammonium (N.15.20),indanofan (N.15.21), maleic hydrazide (N.15.22), mefluidide (N.15.23),metam (N.15.24), methiozolin ((N.15.25) CAS 403640-27-7), methyl azide(N.15.26), methyl bromide (N.15.27), methyl-dymron (N.15.28), methyliodide (N.15.29), MSMA (N.15.30), oleic acid (N.15.31), oxaziclomefone(N.15.32), pelargonic acid (N.15.33), pyributicarb (N.15.34),quinoclamine (N.15.35), tridiphane (N.15.36);

O) Insecticides from classes O.1 to O.29

O.1 Acetylcholine esterase (AChE) inhibitors: aldicarb (O.1.1),alanycarb (O.1.2), bendiocarb (O.1.3), benfuracarb (O.1.4), butocarboxim(O.1.5), butoxycarboxim (O.1.6), carbaryl (O.1.7), carbofuran (O.1.8),carbosulfan (O.1.9), ethiofencarb (O.1.10), fenobucarb (O.1.11),formetanate (O.1.12), furathiocarb (O.1.13), isoprocarb (O.1.14),methiocarb (O.1.15), methomyl (O.1.16), metolcarb (O.1.17), oxamyl(O.1.18), pirimicarb (O.1.19), propoxur (O.1.20), thiodicarb (O.1.21),thiofanox (O.1.22), trimethacarb (O.1.23), XMC (O.1.24), xylylcarb(O.1.25) and triazamate (O.1.26); acephate (O.1.27), azamethiphos(O.1.28), azinphos-ethyl (O.1.29), azinphosmethyl (O.1.30), cadusafos(O.1.31), chlorethoxyfos (O.1.32), chlorfenvinphos (O.1.33), chlormephos(O.1.34), chlorpyrifos (O.1.35), chlorpyrifos-methyl (O.1.36), coumaphos(O.1.37), cyanophos (O.1.38), demeton-S-methyl (O.1.39), diazinon(O.1.40), dichlorvos/DDVP (O.1.41), dicrotophos (O.1.42), dimethoate(O.1.43), dimethylvinphos (O.1.44), disulfoton (O.1.45), EPN (O.1.46),ethion (O.1.47), ethoprophos (O.1.48), famphur (O.1.49), fenamiphos(O.1.50), fenitrothion (O.1.51), fenthion (O.1.52), fosthiazate(O.1.53), heptenophos (O.1.54), imicyafos (O.1.55), isofenphos (O.1.56),isopropyl O-(methoxyaminothio-phosphoryl) salicylate (O.1.57),isoxathion (O.1.58), malathion (O.1.59), mecarbam (O.1.60),methamidophos (O.1.61), methidathion (O.1.62), mevinphos (O.1.63),monocrotophos (O.1.64), naled (O.1.65), omethoate (O.1.66),oxydemeton-methyl (O.1.67), parathion (O.1.68), parathion-methyl(O.1.69), phenthoate (O.1.70), phorate (O.1.71), phosalone (O.1.72),phosmet (O.1.73), phosphamidon (O.1.74), phoxim (O.1.75),pirimiphos-methyl (O.1.76), profenofos (O.1.77), propetamphos (O.1.78),prothiofos (O.1.79), pyraclofos (O.1.80), pyridaphenthion (O.1.81),quinalphos (O.1.82), sulfotep (O.1.83), tebupirimfos (O.1.84), temephos(O.1.85), terbufos (O.1.86), tetrachlorvinphos (O.1.87), thiometon(O.1.88), triazophos (O.1.89), trichlorfon (O.1.90), vamidothion(O.1.91);

O.2 GABA-gated chloride channel antagonists: endosulfan (O.2.1),chlordane (O.2.2); ethiprole (O.2.3), fipronil (O.2.4), flufiprole(O.2.5), pyrafluprole (O.2.6), pyriprole (O.2.7);

O.3 Sodium channel modulators: acrinathrin (O.3.1), allethrin (O.3.2),d-cis-trans allethrin (O.3.3), d-trans allethrin (O.3.4), bifenthrin(O.3.5), bioallethrin (O.3.6), bioallethrin S-cylclopentenyl (O.3.7),bioresmethrin (O.3.8), cycloprothrin (O.3.9), cyfluthrin (O.3.10),beta-cyfluthrin (O.3.11), cyhalothrin (O.3.12), lambda-cyhalothrin(O.3.13), gamma-cyhalothrin (O.3.14), cypermethrin (O.3.15),alpha-cypermethrin (O.3.16), beta-cypermethrin (O.3.17),theta-cypermethrin (O.3.18), zeta-cypermethrin (O.3.19), cyphenothrin(O.3.20), deltamethrin (O.3.21), empenthrin (O.3.22), esfenvalerate(O.3.23), etofenprox (O.3.24), fenpropathrin (O.3.25), fenvalerate(O.3.26), flucythrinate (O.3.27), flumethrin (O.3.28), tau-fluvalinate(O.3.29), halfenprox (O.3.30), heptafluthrin (O.3.31), imiprothrin(O.3.32), meperfluthrin (O.3.33), metofluthrin (O.3.34), momfluorothrin(O.3.35), permethrin (O.3.36), phenothrin (O.3.37), prallethrin(O.3.38), profluthrin (O.3.39), pyrethrin (pyrethrum) (O.3.40),resmethrin (O.3.41), silafluofen (O.3.42), tefluthrin (O.3.43),tetramethylfluthrin (O.3.44), tetramethrin (O.3.45), tralomethrin(O.3.46) and transfluthrin (O.3.47); DDT (O.3.48), methoxychlor(O.3.49);

O.4 Nicotinic acetylcholine receptor agonists (nAChR): acetamiprid(O.4.1), clothianidin (O.4.2), cycloxaprid (O.4.3), dinotefuran (O.4.4),imidacloprid (O.4.5), nitenpyram (O.4.6), thiacloprid (O.4.7),thiamethoxam (O.4.8);(2E)-1-[(6-chloropyridin-3-yl)methyl]-N′-nitro-2-pentylidenehydrazinecarboximidamide(O.4.9);1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine(O.4.10); nicotine (O.4.11);

O.5 Nicotinic acetylcholine receptor allosteric activators: spinosad(O.5.1), spinetoram (O.5.2);

O.6 Chloride channel activators: abamectin (O.6.1), emamectin benzoate(O.6.2), ivermectin (O.6.3), lepimectin (O.6.4), milbemectin (O.6.5);

O.7 Juvenile hormone mimics: hydroprene (O.7.1), kinoprene (O.7.2),methoprene (O.7.3); fenoxycarb (O.7.4), pyriproxyfen (O.7.5);

O.8 miscellaneous non-specific (multi-site) inhibitors: methyl bromide(O.8.1) and other alkyl halides; chloropicrin (O.8.2), sulfuryl fluoride(O.8.3), borax (O.8.4), tartar emetic (O.8.5);

O.9 Selective homopteran feeding blockers: pymetrozine (O.9.1),flonicamid (O.9.2);

O.10 Mite growth inhibitors: clofentezine (O.10.1), hexythiazox(O.10.2), diflovidazin (O.10.3); etoxazole (O.10.4);

O.11 Microbial disruptors of insect midgut membranes: the Bt cropproteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb,Cry34/35Ab1;

O.12 Inhibitors of mitochondrial ATP synthase: diafenthiuron (O.12.1);azocyclotin (O.12.2), cyhexatin (O.12.3), fenbutatin oxide (O.12.4),propargite (O.12.5), tetradifon (O.12.6);

O.13 Uncouplers of oxidative phosphorylation via disruption of theproton gradient: chlorfenapyr (O.13.1), DNOC (O.13.2), sulfluramid(O.13.3);

O.14 Nicotinic acetylcholine receptor (nAChR) channel blockers:bensultap (O.14.1), cartap hydrochloride (O.14.2), thiocyclam (O.14.3),thiosultap sodium (O.14.4);

O.15 Inhibitors of the chitin biosynthesis type 0: bistrifluron(O.15.1), chlorfluazuron (O.15.2), diflubenzuron (O.15.3), flucycloxuron(O.15.4), flufenoxuron (O.15.5), hexaflumuron (O.15.6), lufenuron(O.15.7), novaluron (O.15.8), noviflumuron (O.15.9), teflubenzuron(O.15.10), triflumuron (O.15.11);

O.16 Inhibitors of the chitin biosynthesis type 1: buprofezin (O.16.1);

O.17 Moulting disruptors: cyromazine (O.17.1);

O.18 Ecdyson receptor agonists: methoxyfenozide (O.18.1), tebufenozide(O.18.2), halofenozide (O.18.3), fufenozide (O.18.4), chromafenozide(O.18.5);

O.19 Octopamin receptor agonists: amitraz (O.19.1);

O.20 Mitochondrial complex III electron transport inhibitors:hydramethylnon (O.20.1), acequinocyl (O.20.2), fluacrypyrim (O.20.3);

O.21 Mitochondrial complex I electron transport inhibitors: fenazaquin(O.21.1), fenpyroximate (O.21.2), pyrimidifen (O.21.3), pyridaben(O.21.4), tebufenpyrad (O.21.5), tolfenpyrad (O.21.6); rotenone(O.21.7);

O.22 Voltage-dependent sodium channel blockers: indoxacarb (O.22.1),metaflumizone (O.22.2),2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide(O.22.3),N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)-[4-[methyl(methylsulfonyl)amino]phenyl]methylene]-hydrazinecarboxamide(O.22.4);

O.23 Inhibitors of the of acetyl CoA carboxylase: spirodiclofen(O.23.1), spiromesifen (O.23.2), spirotetramat (O.23.3);

O.24 Mitochondrial complex IV electron transport inhibitors: aluminiumphosphide (O.24.1), calcium phosphide (O.24.2), phosphine (O.24.3), zincphosphide (O.24.4), cyanide (O.24.5);

O.25 Mitochondrial complex II electron transport inhibitors:cyenopyrafen (O.25.1), cyflumetofen (O.25.2);

O.26 Ryanodine receptor-modulators: flubendiamide (O.26.1),chlorantraniliprole (O.26.2), cyantraniliprole (O.26.3), cyclaniliprole(O.26.4), tetraniliprole (O.26.5);(R)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamide(O.26.6),(S)-3-chloro-N1-{2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamide(O.26.7),methyl-2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}-amino)benzoyl]-1,2-dimethylhydrazinecarboxylate(O.26.8);N-[4,6-dichloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide(O.26.9);N-[4-chloro-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide(O.26.10); N-[4-chloro-2-[(di-2-propyl-lambda-4-sulfanylidene)carbamoyl]-6-methyl-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide(O.26.11);N-[4,6-dichloro-2-[(di-2-propyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide(O.26.12);N-[4,6-dibromo-2-[(diethyl-lambda-4-sulfanylidene)carbamoyl]-phenyl]-2-(3-chloro-2-pyridyl)-5-(trifluoromethyl)pyrazole-3-carboxamide(O.26.13);N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide(O.26.14);3-chloro-1-(3-chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1-cyano-1-methylethyl)amino]carbonyl]phenyl]-1H-pyrazole-5-carboxamide(O.26.15);3-bromo-N-[2,4-dichloro-6-(methylcarbamoyl)phenyl]-1-(3,5-dichloro-2-pyridyl)-1H-pyrazole-5-carboxamide(O.26.16);N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1-(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide(O.26.17); cyhalodiamide (O.26.18);

O.27. insecticidal active compounds of unknown or uncertain mode ofaction: afidopyropen (O.27.1), afoxolaner (O.27.2), azadirachtin(O.27.3), amidoflumet (O.27.4), benzoximate (O.27.5), bifenazate(O.27.6), broflanilide (O.27.7), bromopropylate (O.27.8), chinomethionat(O.27.9), cryolite (O.27.10), dicloromezotiaz (O.27.11), dicofol(O.27.12), flufenerim (O.27.13), flometoquin (O.27.14), fluensulfone(O.27.15), fluhexafon (O.27.16), fluopyram (O.27.17), flupyradifurone(O.27.18), fluralaner (O.27.19), metoxadiazone (O.27.20), piperonylbutoxide (O.27.21), pyflubumide (O.27.22), pyridalyl (O.27.23),pyrifluquinazon (O.27.24), sulfoxaflor (O.27.25), tioxazafen (O.27.26),triflumezopyrim (O.27.27),11-(4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]-tetradec-11-en-10-one(O.27.28),3-(4′-fluoro-2,4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one(O.27.28),1-[2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl]-3-(trifluoromethyl)-1H-1,2,4-triazole-5-amine(O.27.29),(E/Z)—N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide(O.27.31);(E/Z)—N-[1-[(6-chloro-5-fluoro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide(O.27.32);(E/Z)-2,2,2-trifluoro-N-[1-[(6-fluoro-3-pyridyl)methyl]-2-pyridylidene]acetamide(O.27.33);(E/Z)—N-[1-[(6-bromo-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide(O.27.34);(E/Z)—N-[1-[1-(6-chloro-3-pyridyl)ethyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide(O.27.35);(E/Z)—N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2-difluoro-acetamide(O.27.36);(E/Z)-2-chloro-N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2-difluoro-acetamide(O.27.37);(E/Z)—N-[1-[(2-chloropyrimidin-5-yl)methyl]-2-pyridylidene]-2,2,2-trifluoro-acetamide(O.27.38);(E/Z)—N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,3,3,3-pentafluoro-propanamide(O.27.39);N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-thioacetamide(O.27.40);N-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-2,2,2-trifluoro-N′-isopropyl-acetamidine(O.27.41); fluazaindolizine (O.27.42);4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-2-methyl-N-(1-oxothietan-3-yl)benzamide(O.27.43); fluxametamide (O.27.44);5-[3-[2,6-dichloro-4-(3,3-dichloroallyloxy)phenoxy]propoxy]-1H-pyrazole(O.27.45);3-(benzoyl-methylamino)-N-[2-bromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]-6-(trifluoro-methyl)phenyl]-2-fluoro-benzamide(O.27.46);3-(benzoylmethylamino)-2-fluoro-N-[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]-benzamide(O.27.47);N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]-carbonyl]phenyl]-N-methyl-benzamide(O.27.48);N-[3-[[[2-bromo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]-2-fluorophenyl]-4-fluoro-N-methyl-benzamide(O.27.49);4-fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide(O.27.50);3-fluoro-N-[2-fluoro-3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-N-methyl-benzamide(O.27.51);2-chloro-N-[3-[[[2-iodo-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]-6-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]-3-pyridinecarboxamide(O.27.52);4-cyano-N-[2-cyano-5-[[2,6-dibromo-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide(O.27.53);4-cyano-3-[(4-cyano-2-methyl-benzoyl)amino]-N-[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]-2-fluoro-benzamide(O.27.54);N-[5-[[2-chloro-6-cyano-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]-phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide(O.27.55);N-[5-[[2-bromo-6-chloro-4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyanophenyl]-4-cyano-2-methyl-benzamide(O.27.56);N-[5-[[2-bromo-6-chloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide(O.27.57);4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,3,3,3-hexafluoro-1-(trifluoromethyl)propyl]phenyl]carbamoyl]phenyl]-2-methyl-benzamide(O.27.58);4-cyano-N-[2-cyano-5-[[2,6-dichloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-phenyl]-2-methyl-benzamide(O.27.59);N-[5-[[2-bromo-6-chloro-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]carbamoyl]-2-cyano-phenyl]-4-cyano-2-methyl-benzamide(O.27.60); 2-(1,3-dioxan-2-yl)-6-[2-(3-pyridinyl)-5-thiazolyl]-pyridine;2-[6-[2-(5-fluoro-3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine(O.27.61); 2-[6-[2-(3-pyridinyl)-5-thiazolyl]-2-pyridinyl]-pyrimidine(O.27.62);N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide(O.27.63);N-methylsulfonyl-6-[2-(3-pyridyl)thiazol-5-yl]pyridine-2-carboxamide(O.27.64);N-ethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide(O.27.65);N-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide(O.27.66);N,2-dimethyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide(O.27.67);N-ethyl-2-methyl-N-[4-methyl-2-(3-pyridyl)thiazol-5-yl]-3-methylthio-propanamide(O.27.68);N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-2-methyl-3-methylthio-propanamide(O.2769.);N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N,2-dimethyl-3-methylthio-propanamide(O.27.70);N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-methyl-3-methylthio-propanamide(O.27.71);N-[4-chloro-2-(3-pyridyl)thiazol-5-yl]-N-ethyl-3-methylthio-propanamide(O.27.72);1-[(6-chloro-3-pyridinyl)methyl]-1,2,3,5,6,7-hexahydro-5-methoxy-7-methyl-8-nitro-imidazo[1,2-a]pyridine(O.27.73);1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol(O.27.74);1-isopropyl-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.75);1-(1,2-dimethylpropyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.76);N,5-dimethyl-N-pyridazin-4-yl-1-(2,2,2-trifluoro-1-methyl-ethyl)pyrazole-4-carboxamide(O.27.77);1-[1-(1-cyanocyclopropyl)ethyl]-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.78);N-ethyl-1-(2-fluoro-1-methyl-propyl)-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.79);1-(1,2-dimethylpropyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.80);1-[1-(1-cyanocyclopropyl)ethyl]-N,5-di-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.81);N-methyl-1-(2-fluoro-1-methyl-propyl]-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.82);1-(4,4-difluorocyclohexyl)-N-ethyl-5-methyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.83);1-(4,4-difluorocyclohexyl)-N,5-dimethyl-N-pyridazin-4-yl-pyrazole-4-carboxamide(O.27.84), N-(1-methylethyl)-2-(3-pyridinyl)-2H-indazole-4-carboxamide(O.27.85); N-cyclopropyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide(O.27.86); N-cyclohexyl-2-(3-pyridinyl)-2H-indazole-4-carboxamide(O.27.87);2-(3-pyridinyl)-N-(2,2,2-trifluoroethyl)-2H-indazole-4-carboxamide(O.27.88);2-(3-pyridinyl)-N-[(tetrahydro-2-furanyl)methyl]-2H-indazole-5-carboxamide(O.27.89); methyl2-[[2-(3-pyridinyl)-2H-indazol-5-yl]carbonyl]hydrazinecarboxylate(O.27.90);N-[(2,2-difluorocyclopropyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide(O.27.91);N-(2,2-difluoropropyl)-2-(3-pyridinyl)-2H-indazole-5-carboxamide(O.27.92);2-(3-pyridinyl)-N-(2-pyrimidinylmethyl)-2H-indazole-5-carboxamide(O.27.93);N-[(5-methyl-2-pyrazinyl)methyl]-2-(3-pyridinyl)-2H-indazole-5-carboxamide(O.27.94),N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylsulfanyl)propanamide(O.27.95);N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-N-ethyl-3-(3,3,3-trifluoropropylsulfinyl)propanamide(O.27.96);N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropyl)methylsulfanyl]-N-ethyl-propanamide(O.27.97);N-[3-chloro-1-(3-pyridyl)pyrazol-4-yl]-3-[(2,2-difluorocyclopropyl)methylsulfinyl]-N-ethyl-propanamide(O.27.98); sarolaner (O.27.99), lotilaner (O.27.100).

The active substances referred to as component 2, their preparation andtheir activity e. g. against harmful fungi is known (cf.:http://www.alanwood.net/pesticides/); these substances are commerciallyavailable. The compounds described by IUPAC nomenclature, theirpreparation and their pesticidal activity are also known (cf. Can. J.Plant Sci. 48(6), 587-94, 1968; EP-A 141 317; EP-A 152 031; EP-A 226917; EP-A 243 970; EP-A 256 503; EP-A 428 941; EP-A 532 022; EP-A 1 028125; EP-A 1 035 122; EP-A 1 201 648; EP-A 1 122 244, JP 2002316902; DE19650197; DE 10021412; DE 102005009458; U.S. Pat. No. 3,296,272; U.S.Pat. No. 3,325,503; WO 98/46608; WO 99/14187; WO 99/24413; WO 99/27783;WO 00/29404; WO 00/46148; WO 00/65913; WO 01/54501; WO 01/56358; WO02/22583; WO 02/40431; WO 03/10149; WO 03/11853; WO 03/14103; WO03/16286; WO 03/53145; WO 03/61388; WO 03/66609; WO 03/74491; WO04/49804; WO 04/83193; WO 05/120234; WO 05/123689; WO 05/123690; WO05/63721; WO 05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO06/87343; WO 07/82098; WO 07/90624, WO 10/139271, WO 11/028657, WO12/168188, WO 07/006670, WO 11/77514; WO 13/047749, WO 10/069882, WO13/047441, WO 03/16303, WO 09/90181, WO 13/007767, WO 13/010862, WO13/127704, WO 13/024009, WO 13/24010, WO 13/047441, WO 13/162072, WO13/092224, WO 11/135833, CN 1907024, CN 1456054, CN 103387541, CN1309897, WO 12/84812, CN 1907024, WO 09094442, WO 14/60177, WO13/116251, WO 08/013622, WO 15/65922, WO 94/01546, EP 2865265, WO07/129454, WO 12/165511, WO 11/081174, WO 13/47441).

The present invention furthermore relates to agrochemical compositionscomprising a mixture of at least one compound I (component 1) and atleast one further active substance useful for plant protection, e. g.selected from the groups A) to O) (component 2), in particular onefurther fungicide, e. g. one or more fungicide from the groups A) to K),as described above, and if desired one suitable solvent or solidcarrier. Those mixtures are of particular interest, since many of themat the same application rate show higher efficiencies against harmfulfungi. Furthermore, combating harmful fungi with a mixture of compoundsI and at least one fungicide from groups A) to K), as described above,is more efficient than combating those fungi with individual compounds Ior individual fungicides from groups A) to K).

By applying compounds I together with at least one active substance fromgroups A) to O) a synergistic effect can be obtained, i.e. more thensimple addition of the individual effects is obtained (synergisticmixtures).

This can be obtained by applying the compounds I and at least onefurther active substance simultaneously, either jointly (e. g. astank-mix) or separately, or in succession, wherein the time intervalbetween the individual applications is selected to ensure that theactive substance applied first still occurs at the site of action in asufficient amount at the time of application of the further activesubstance(s). The order of application is not essential for working ofthe present invention.

When applying compound I and a pesticide II sequentially the timebetween both applications may vary e. g. between 2 hours to 7 days. Alsoa broader range is possible ranging from 0.25 hour to 30 days,preferably from 0.5 hour to 14 days, particularly from 1 hour to 7 daysor from 1.5 hours to 5 days, even more preferred from 2 hours to 1 day.

In the binary mixtures and compositions according to the invention theweight ratio of the component 1) and the component 2) generally dependsfrom the properties of the active components used, usually it is in therange of from 1:10,000 to 10,000:1, often it is in the range of from1:100 to 100:1, regularly in the range of from 1:50 to 50:1, preferablyin the range of from 1:20 to 20:1, more preferably in the range of from1:10 to 10:1, even more preferably in the range of from 1:4 to 4:1 andin particular in the range of from 1:2 to 2:1. According to furtherembodiments of the binary mixtures and compositions, the weight ratio ofthe component 1) and the component 2) usually is in the range of from1000:1 to 1:1, often in the range of from 100:1 to 1:1, regularly in therange of from 50:1 to 1:1, preferably in the range of from 20:1 to 1:1,more preferably in the range of from 10:1 to 1:1, even more preferablyin the range of from 4:1 to 1:1 and in particular in the range of from2:1 to 1:1. According to a further embodiments of the binary mixturesand compositions, the weight ratio of the component 1) and the component2) usually is in the range of from 1:1 to 1:1000, often in the range offrom 1:1 to 1:100, regularly in the range of from 1:1 to 1:50,preferably in the range of from 1:1 to 1:20, more preferably in therange of from 1:1 to 1:10, even more preferably in the range of from 1:1to 1:4 and in particular in the range of from 1:1 to 1:2.

In the ternary mixtures, i.e. compositions according to the inventioncomprising the component 1) and component 2) and a compound III(component 3), the weight ratio of component 1) and component 2) dependsfrom the properties of the active substances used, usually it is in therange of from 1:100 to 100:1, regularly in the range of from 1:50 to50:1, preferably in the range of from 1:20 to 20:1, more preferably inthe range of from 1:10 to 10:1 and in particular in the range of from1:4 to 4:1, and the weight ratio of component 1) and component 3)usually it is in the range of from 1:100 to 100:1, regularly in therange of from 1:50 to 50:1, preferably in the range of from 1:20 to20:1, more preferably in the range of from 1:10 to 10:1 and inparticular in the range of from 1:4 to 4:1.

Any further active components are, if desired, added in a ratio of from20:1 to 1:20 to the component 1).

These ratios are also suitable for inventive mixtures applied by seedtreatment.

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from inhibitors of complex III at Q_(o)site in group A), more preferably selected from compounds (A.1.1),(A.1.4), (A.1.8), (A.1.9), (A.1.10), (A.1.12), (A.1.13), (A.1.14),(A.1.17), (A.1.21), (A.1.24), (A.1.25), (A.1.26), (A.1.27), (A.1.30),(A.1.31), (A.1.32), (A.1.34) and (A.1.35); particularly selected from(A.1.1), (A.1.4), (A.1.8), (A.1.9), (A.1.13), (A.1.14), (A.1.17),(A.1.24), (A.1.25), (A.1.26), (A.1.27), (A.1.30), (A.1.31), (A.1.32),(A.1.34) and (A.1.35).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from inhibitors of complex III at Q_(i)site in group A), more preferably selected from compounds (A.2.1),(A.2.3) and (A.2.4); particularly selected from (A.2.3) and (A.2.4).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from inhibitors of complex II in group A),more preferably selected from compounds (A.3.2), (A.3.3), (A.3.4),(A.3.7), (A.3.9), (A.3.11), (A.3.12), (A.3.15), (A.3.16), (A.3.17),(A.3.18), (A.3.19), (A.3.20), (A.3.21), (A.3.22), (A.3.23), (A.3.24),(A.3.25), (A.3.27), (A.3.28), (A.3.29), (A.3.31), (A.3.32), (A.3.33),(A.3.34), (A.3.35), (A.3.36), (A.3.37), (A.3.38) and (A.3.39);particularly selected from (A.3.2), (A.3.3), (A.3.4), (A.3.7), (A.3.9),(A.3.12), (A.3.15), (A.3.17), (A.3.19), (A.3.22), (A.3.23), (A.3.24),(A.3.25), (A.3.27), (A.3.29), (A.3.31), (A.3.32), (A.3.33), (A.3.34),(A.3.35), (A.3.36), (A.3.37), (A.3.38) and (A.3.39).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from other respiration inhibitors in groupA), more preferably selected from compounds (A.4.5) and (A.4.11); inparticular (A.4.11).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from C14 demethylase inhibitors in groupB), more preferably selected from compounds (B.1.4), (B.1.5), (B.1.8),(B.1.10), (B.1.11), (B.1.12), (B.1.13), (B.1.17), (B.1.18), (B.1.21),(B.1.22), (B.1.23), (B.1.25), (B.1.26), (B.1.29), (B.1.34), (B.1.37),(B.1.38), (B.1.43) and (B.1.46); particularly selected from (B.1.5),(B.1.8), (B.1.10), (B.1.17), (B.1.22), (B.1.23), (B.1.25), (B.1.33),(B.1.34), (B.1.37), (B.138), (B.1.43) and (B.1.46).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from Delta14-reductase inhibitors in groupB), more preferably selected from compounds (B.2.4), (B.2.5), (B.2.6)and (B.2.8); in particular (B.2.4).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from phenylamides and acyl amino acidfungicides in group C), more preferably selected from compounds (C.1.1),(C.1.2), (C.1.4) and (C.1.5); particularly selected from (C.1.1) and(C.1.4).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from other nucleic acid synthesisinhibitors in group C), more preferably selected from compounds (C.2.6),(C.2.7) and (C.2.8).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group D), more preferably selectedfrom compounds (D.1.1), (D.1.2), (D.1.5), (D.2.4) and (D.2.6);particularly selected from (D.1.2), (D.1.5) and (D.2.6).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group E), more preferably selectedfrom compounds (E.1.1), (E.1.3), (E.2.2) and (E.2.3); in particular(E.1.3).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group F), more preferably selectedfrom compounds (F.1.2), (F.1.4) and (F.1.5).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group G), more preferably selectedfrom compounds (G.3.1), (G.3.3), (G.3.6), (G.5.1), (G.5.2), (G.5.3),(G.5.4), (G.5.5), G.5.6), G.5.7), (G.5.8), (G.5.9), (G.5.10) and(G.5.11); particularly selected from (G.3.1), (G.5.1), (G.5.2) and(G.5.3).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group H), more preferably selectedfrom compounds (H.2.2), (H.2.3), (H.2.5), (H.2.7), (H.2.8), (H.3.2),(H.3.4), (H.3.5), (H.4.9) and (H.4.10); particularly selected from(H.2.2), (H.2.5), (H.3.2), (H.4.9) and (H.4.10).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group I), more preferably selectedfrom compounds (I.2.2) and (I.2.5).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group J), more preferably selectedfrom compounds (J.1.2), (J.1.5) and (J.1.8); in particular (J.1.5).

Preference is also given to mixtures comprising as component 2) at leastone active substance selected from group K), more preferably selectedfrom compounds (K.1.41), (K.1.42), (K.1.44), (K.1.45), (K.1.47) and(K.1.49); particularly selected from (K.1.41), (K.1.44), (K.1.45),(K.1.47) and (K.1.49).

Accordingly, the present invention furthermore relates to mixturescomprising one compound I (component 1) and one pesticide II (component2), wherein pesticide II is selected from the column “Co.2” of the linesB-1 to B-727 of Table B.

A further embodiment relates to the mixtures B-1 to B-727 listed inTable B, where a row of Table B corresponds in each case to a fungicidalmixture comprising as active components one of the in the presentspecification individualized compounds of formula I, i.e. compounds I-1to I-1082, compounds I-1a to I-1082a, compounds I-1b to I-1082b,compounds I-1c to I-1082c and compounds I-1d to I-1082d, as definedherein (component 1 in column “Co.1”) and the respective pesticide IIfrom groups A) to O) (component 2) stated in the row in question.

Another embodiment relates to the mixtures B-1 to B-727 listed in TableB, where a row of Table B corresponds in each case to a fungicidalmixture comprising as active components one of the compounds Ex-1 toEx-48 of formula I as defined below in table I and table II (component 1in column “Co.1”) and the respective pesticide II from groups A) to O)(component 2) stated in the row in question.

Preferably, the compositions described in Table B comprise the activecomponents in synergistically effective amounts.

TABLE B Mixtures comprising as active components one indiviualizedcompound of the fomula I (in column Co. 1) and as component 2) (incolumn Co. 2) one pesticide from groups A) to O) [which is coded e.g. as(A.1.1) for azoxystrobin as defined above]. Mixt. Co. 1 Co. 2 B-1 (I)(A.1.1) B-2 (I) (A.1.2) B-3 (I) (A.1.3) B-4 (I) (A.1.4) B-5 (I) (A.1.5)B-6 (I) (A.1.6) B-7 (I) (A.1.7) B-8 (I) (A.1.8) B-9 (I) (A.1.9) B-10 (I)(A.1.10) B-11 (I) (A.1.11) B-12 (I) (A.1.12) B-13 (I) (A.1.13) B-14 (I)(A.1.14) B-15 (I) (A.1.15) B-16 (I) (A.1.16) B-17 (I) (A.1.17) B-18 (I)(A.1.18) B-19 (I) (A.1.19) B-20 (I) (A.1.20) B-21 (I) (A.1.21) B-22 (I)(A.1.22) B-23 (I) (A.1.23) B-24 (I) (A.1.24) B-25 (I) (A.1.25) B-26 (I)(A.1.26) B-27 (I) (A.1.27) B-28 (I) (A.1.30) B-29 (I) (A.1.31) B-30 (I)(A.1.32) B-31 (I) (A.2.1) B-32 (I) (A.2.2) B-33 (I) (A.2.3) B-34 (I)(A.2.4) B-35 (I) (A.2.6) B-36 (I) (A.2.7) B-37 (I) (A.2.8) B-38 (I)(A.3.1) B-39 (I) (A.3.2) B-40 (I) (A.3.3) B-41 (I) (A.3.4) B-42 (I)(A.3.5) B-43 (I) (A.3.6) B-44 (I) (A.3.7) B-45 (I) (A.3.8) B-46 (I)(A.3.9) B-47 (I) (A.3.10) B-48 (I) (A.3.11) B-49 (I) (A.3.12) B-50 (I)(A.3.13) B-51 (I) (A.3.14) B-52 (I) (A.3.15) B-53 (I) (A.3.16) B-54 (I)(A.3.17) B-55 (I) (A.3.18) B-56 (I) (A.3.19) B-57 (I) (A.3.20) B-58 (I)(A.3.21) B-59 (I) (A.3.22) B-60 (I) (A.3.23) B-61 (I) (A.3.24) B-62 (I)(A.3.25) B-63 (I) (A.3.26) B-64 (I) (A.3.27) B-65 (I) (A.3.28) B-66 (I)(A.3.29) B-67 (I) (A.3.30) B-68 (I) (A.3.31) B-69 (I) (A.3.32) B-70 (I)(A.3.33) B-71 (I) (A.3.34) B-72 (I) (A.3.35) B-73 (I) (A.3.36) B-74 (I)(A.3.37) B-75 (I) (A.3.38) B-76 (I) (A.3.39) B-77 (I) (A.4.1) B-78 (I)(A.4.2) B-79 (I) (A.4.3) B-80 (I) (A.4.4) B-81 (I) (A.4.5) B-82 (I)(A.4.6) B-83 (I) (A.4.7) B-84 (I) (A.4.8) B-85 (I) (A.4.9) B-86 (I)(A.4.10) B-87 (I) (A.4.11) B-88 (I) (A.4.12) B-89 (I) (B.1.1) B-90 (I)(B.1.2) B-91 (I) (B.1.3) B-92 (I) (B.1.4) B-93 (I) (B.1.5) B-94 (I)(B.1.6) B-95 (I) (B.1.7) B-96 (I) (B.1.8) B-97 (I) (B.1.9) B-98 (I)(B.1.10) B-99 (I) (B.1.11) B-100 (I) (B.1.12) B-101 (I) (B.1.13) B-102(I) (B.1.14) B-103 (I) (B.1.15) B-104 (I) (B.1.16) B-105 (I) (B.1.17)B-106 (I) (B.1.18) B-107 (I) (B.1.19) B-108 (I) (B.1.20) B-109 (I)(B.1.21) B-110 (I) (B.1.22) B-111 (I) (B.1.23) B-112 (I) (B.1.24) B-113(I) (B.1.25) B-114 (I) (B.1.26) B-115 (I) (B.1.27) B-116 (I) (B.1.28)B-117 (I) (B.1.29) B-118 (I) (B.1.30) B-119 (I) (B.1.34) B-120 (I)(B.1.37) B-121 (I) (B.1.38) B-122 (I) (B.1.43) B-123 (I) (B.1.44) B-124(I) (B.1.45) B-125 (I) (B.1.46) B-126 (I) (B.1.47) B-127 (I) (B.1.48)B-128 (I) (B.1.49) B-129 (I) (B.1.50) B-130 (I) (B.1.51) B-131 (I)(B.2.1) B-132 (I) (B.2.2) B-133 (I) (B.2.3) B-134 (I) (B.2.4) B-135 (I)(B.2.5) B-136 (I) (B.2.6) B-137 (I) (B.2.7) B-138 (I) (B.2.8) B-139 (I)(B.3.1) B-140 (I) (C.1.1) B-141 (I) (C.1.2) B-142 (I) (C.1.3) B-143 (I)(C.1.4) B-144 (I) (C.1.5) B-145 (I) (C.1.6) B-146 (I) (C.1.7) B-147 (I)(C.2.1) B-148 (I) (C.2.2) B-149 (I) (C.2.3) B-150 (I) (C.2.4) B-151 (I)(C.2.5) B-152 (I) (C.2.6) B-153 (I) (C.2.7) B-154 (I) (D.1.1) B-155 (I)(D.1.2) B-156 (I) (D.1.3) B-157 (I) (D.1.4) B-158 (I) (D.1.5) B-159 (I)(D.1.6) B-160 (I) (D.2.1) B-161 (I) (D.2.2) B-162 (I) (D.2.3) B-163 (I)(D.2.4) B-164 (I) (D.2.5) B-165 (I) (D.2.6) B-166 (I) (D.2.7) B-167 (I)(E.1.1) B-168 (I) (E.1.2) B-169 (I) (E.1.3) B-170 (I) (E.2.1) B-171 (I)(E.2.2) B-172 (I) (E.2.3) B-173 (I) (E.2.4) B-174 (I) (E.2.5) B-175 (I)(E.2.6) B-176 (I) (E.2.7) B-177 (I) (E.2.8) B-178 (I) (F.1.1) B-179 (I)(F.1.2) B-180 (I) (F.1.3) B-181 (I) (F.1.4) B-182 (I) (F.1.5) B-183 (I)(F.1.6) B-184 (I) (F.2.1) B-185 (I) (G.1.1) B-186 (I) (G.1.2) B-187 (I)(G.1.3) B-188 (I) (G.1.4) B-189 (I) (G.2.1) B-190 (I) (G.2.2) B-191 (I)(G.2.3) B-192 (I) (G.2.4) B-193 (I) (G.2.5) B-194 (I) (G.2.6) B-195 (I)(G.2.7) B-196 (I) (G.3.1) B-197 (I) (G.3.2) B-198 (I) (G.3.3) B-199 (I)(G.3.4) B-200 (I) (G.3.5) B-201 (I) (G.3.6) B-202 (I) (G.3.7) B-203 (I)(G.3.8) B-204 (I) (G.4.1) B-205 (I) (G.5.1) B-206 (I) (G.5.2) B-207 (I)(G.5.3) B-208 (I) (H.1.1) B-209 (I) (H.1.2) B-210 (I) (H.1.3) B-211 (I)(H.1.4) B-212 (I) (H.1.5) B-213 (I) (H.1.6) B-214 (I) (H.2.1) B-215 (I)(H.2.2) B-216 (I) (H.2.3) B-217 (I) (H.2.4) B-218 (I) (H.2.5) B-219 (I)(H.2.6) B-220 (I) (H.2.7) B-221 (I) (H.2.8) B-222 (I) (H.2.9) B-223 (I)(H.3.1) B-224 (I) (H.3.2) B-225 (I) (H.3.3) B-226 (I) (H.3.4) B-227 (I)(H.3.5) B-228 (I) (H.3.6) B-229 (I) (H.3.7) B-230 (I) (H.3.8) B-231 (I)(H.3.9) B-232 (I) (H.3.10) B-233 (I) (H.3.11) B-234 (I) (H.4.1) B-235(I) (H.4.2) B-236 (I) (H.4.3) B-237 (I) (H.4.4) B-238 (I) (H.4.5) B-239(I) (H.4.6) B-240 (I) (H.4.7) B-241 (I) (H.4.8) B-242 (I) (H.4.9) B-243(I) (H.4.10) B-244 (I) (I.1.1) B-245 (I) (I.1.2) B-246 (I) (I.2.1) B-247(I) (I.2.2) B-248 (I) (I.2.3) B-249 (I) (I.2.4) B-250 (I) (I.2.5) B-251(I) (J.1.1) B-252 (I) (J.1.2) B-253 (I) (J.1.3) B-254 (I) (J.1.4) B-255(I) (J.1.5) B-256 (I) (J.1.6) B-257 (I) (J.1.7) B-258 (I) (J.1.8) B-259(I) (J.1.9) B-260 (I) (J.1.10) B-261 (I) (K.1.1) B-262 (I) (K.1.2) B-263(I) (K.1.3) B-264 (I) (K.1.4) B-265 (I) (K.1.5) B-266 (I) (K.1.6) B-267(I) (K.1.7) B-268 (I) (K.1.8) B-269 (I) (K.1.9) B-270 (I) (K.1.10) B-271(I) (K.1.11) B-272 (I) (K.1.12) B-273 (I) (K.1.13) B-274 (I) (K.1.14)B-275 (I) (K.1.15) B-276 (I) (K.1.16) B-277 (I) (K.1.17) B-278 (I)(K.1.18) B-279 (I) (K.1.19) B-280 (I) (K.1.20) B-281 (I) (K.1.21) B-282(I) (K.1.22) B-283 (I) (K.1.23) B-284 (I) (K.1.24) B-285 (I) (K.1.25)B-286 (I) (K.1.26) B-287 (I) (K.1.27) B-288 (I) (K.1.28) B-289 (I)(K.1.29) B-290 (I) (K.1.30) B-291 (I) (K.1.31) B-292 (I) (K.1.32) B-293(I) (K.1.33) B-294 (I) (K.1.34) B-295 (I) (K.1.35) B-296 (I) (K.1.36)B-297 (I) (K.1.37) B-298 (I) (K.1.38) B-299 (I) (K.1.39) B-300 (I)(K.1.40) B-301 (I) (K.1.41) B-302 (I) (K.1.42) B-303 (I) (K.1.43) B-304(I) (K.1.44) B-305 (I) (K.1.45) B-306 (I) (K.1.47) B-307 (I) (M.1.1)B-308 (I) (M.1.2) B-309 (I) (M.1.3) B-310 (I) (M.1.4) B-311 (I) (M.1.5)B-312 (I) (M.1.6) B-313 (I) (M.1.7) B-314 (I) (M.1.8) B-315 (I) (M.1.9)B-316 (I) (M.1.10) B-317 (I) (M.1.11) B-318 (I) (M.1.12) B-319 (I)(M.1.13) B-320 (I) (M.1.14) B-321 (I) (M.1.15) B-322 (I) (M.1.16) B-323(I) (M.1.17) B-324 (I) (M.1.18) B-325 (I) (M.1.19) B-326 (I) (M.1.20)B-327 (I) (M.1.21) B-328 (I) (M.1.22) B-329 (I) (M.1.23) B-330 (I)(M.1.24) B-331 (I) (M.1.25) B-332 (I) (M.1.26) B-333 (I) (M.1.27) B-334(I) (M.1.28) B-335 (I) (M.1.29) B-336 (I) (M.1.30) B-337 (I) (M.1.31)B-338 (I) (M.1.32) B-339 (I) (M.1.33) B-340 (I) (M.1.34) B-341 (I)(M.1.35) B-342 (I) (M.1.36) B-343 (I) (M.1.37) B-344 (I) (M.1.38) B-345(I) (M.1.39) B-346 (I) (M.1.40) B-347 (I) (M.1.41) B-348 (I) (M.1.42)B-349 (I) (M.1.43) B-350 (I) (M.1.44) B-351 (I) (M.1.45) B-352 (I)(M.1.46) B-353 (I) (M.1.47) B-354 (I) (M.1.48) B-355 (I) (M.1.49) B-356(I) (M.1.50) B-357 (I) (N.1.1) B-358 (I) (N.1.2) B-359 (I) (N.1.3) B-360(I) (N.1.4) B-361 (I) (N.1.5) B-362 (I) (N.2.1) B-363 (I) (N.2.2) B-364(I) (N.2.3) B-365 (I) (N.3.1) B-366 (I) (N.3.2) B-367 (I) (N.3.3) B-368(I) (N.3.4) B-369 (I) (N.4.1) B-370 (I) (N.5.1) B-371 (I) (N.6.1) B-372(I) (N.6.2) B-373 (I) (N.6.3) B-374 (I) (N.6.4) B-375 (I) (N.6.5) B-376(I) (N.7.1) B-377 (I) (N.7.2) B-378 (I) (N.7.3) B-379 (I) (N.8.1) B-380(I) (N.9.1) B-381 (I) (N.10.1) B-382 (I) (N.10.2) B-383 (I) (N.10.3)B-384 (I) (N.10.4) B-385 (I) (N.10.5) B-386 (I) (N.11.1) B-387 (I)(N.12.1) B-388 (I) (N.12.2) B-389 (I) (N.12.3) B-390 (I) (N.12.4) B-391(I) (N.13.1) B-392 (I) (N.13.2) B-393 (I) (N.13.3) B-394 (I) (N.13.4)B-395 (I) (N.13.5) B-396 (I) (N.13.6) B-397 (I) (N.13.7) B-398 (I)(N.13.8) B-399 (I) (N.13.9) B-400 (I) (N.14.1) B-401 (I) (N.14.2) B-402(I) (N.14.3) B-403 (I) (N.15.1) B-404 (I) (N.16.1) B-405 (I) (N.16.2)B-406 (I) (N.17.1) B-407 (I) (N.17.2) B-408 (I) (N.17.3) B-409 (I)(N.17.4) B-410 (I) (N.17.5) B-411 (I) (N.17.6) B-412 (I) (N.17.7) B-413(I) (N.17.8) B-414 (I) (N.17.9) B-415 (I) (N.17.10) B-416 (I) (N.17.11)B-417 (I) (N.17.12) B-418 (I) (O.1.1) B-419 (I) (O.1.2) B-420 (I)(O.1.3) B-421 (I) (O.1.4) B-422 (I) (O.1.5) B-423 (I) (O.1.6) B-424 (I)(O.1.7) B-425 (I) (O.1.8) B-426 (I) (O.1.9) B-427 (I) (O.1.10) B-428 (I)(O.1.11) B-429 (I) (O.1.12) B-430 (I) (O.1.13) B-431 (I) (O.1.14) B-432(I) (O.1.15) B-433 (I) (O.1.16) B-434 (I) (O.1.17) B-435 (I) (O.1.18)B-436 (I) (O.1.19) B-437 (I) (O.1.20) B-438 (I) (O.1.21) B-439 (I)(O.1.22) B-440 (I) (O.1.23) B-441 (I) (O.1.24) B-442 (I) (O.1.25) B-443(I) (O.1.26) B-444 (I) (O.1.27) B-445 (I) (O.1.28) B-446 (I) (O.1.29)B-447 (I) (O.1.30) B-448 (I) (O.1.31) B-449 (I) (O.1.32) B-450 (I)(O.1.33) B-451 (I) (O.1.34) B-452 (I) (O.1.35) B-453 (I) (O.1.36) B-454(I) (O.1.37) B-455 (I) (O.1.38) B-456 (I) (O.2.1) B-457 (I) (O.2.2)B-458 (I) (O.2.3) B-459 (I) (O.2.4) B-460 (I) (O.2.5) B-461 (I) (O.2.6)B-462 (I) (O.2.7) B-463 (I) (O.2.8) B-464 (I) (O.2.9) B-465 (I) (O.2.10)B-466 (I) (O.2.11) B-467 (I) (O.2.12) B-468 (I) (O.2.13) B-469 (I)(O.2.14) B-470 (I) (O.2.15) B-471 (I) (O.2.16) B-472 (I) (O.3.1) B-473(I) (O.3.2) B-474 (I) (O.3.3) B-475 (I) (O.3.4) B-476 (I) (O.3.5) B-477(I) (O.3.6) B-478 (I) (O.3.7) B-479 (I) (O.3.8) B-480 (I) (O.3.9) B-481(I) (O.3.10) B-482 (I) (O.3.11) B-483 (I) (O.3.12) B-484 (I) (O.3.13)B-485 (I) (O.3.14) B-486 (I) (O.3.15) B-487 (I) (O.3.16) B-488 (I)(O.3.17) B-489 (I) (O.3.18) B-490 (I) (O.3.19) B-491 (I) (O.3.20) B-492(I) (O.3.21) B-493 (I) (O.3.22) B-494 (I) (O.3.23) B-495 (I) (O.3.24)B-496 (I) (O.3.25) B-497 (I) (O.3.26) B-498 (I) (O.3.27) B-499 (I)(O.4.1) B-500 (I) (O.4.2) B-501 (I) (O.4.3) B-502 (I) (O.4.4) B-503 (I)(O.4.5) B-504 (I) (O.4.6) B-505 (I) (O.4.7) B-506 (I) (O.4.8) B-507 (I)(O.4.9) B-508 (I) (O.4.10) B-509 (I) (O.4.11) B-510 (I) (O.4.12) B-511(I) (O.4.13) B-512 (I) (O.4.14) B-513 (I) (O.4.15) B-514 (I) (O.4.16)B-515 (I) (O.4.17) B-516 (I) (O.4.18) B-517 (I) (O.4.19) B-518 (I)(O.4.20) B-519 (I) (O.4.21) B-520 (I) (O.4.22) B-521 (I) (O.4.23) B-522(I) (O.4.24) B-523 (I) (O.5.1) B-524 (I) (O.5.2) B-525 (I) (O.5.3) B-526(I) (O.5.4) B-527 (I) (O.5.5) B-528 (I) (O.5.6) B-529 (I) (O.5.7) B-530(I) (O.5.8) B-531 (I) (O.5.9) B-532 (I) (O.6.1) B-533 (I) (O.6.2) B-534(I) (O.6.3) B-535 (I) (O.6.4) B-536 (I) (O.6.5) B-537 (I) (O.6.6) B-538(I) (O.6.7) B-539 (I) (O.7.1) B-540 (I) (O.7.2) B-541 (I) (O.7.3) B-542(I) (O.7.4) B-543 (I) (O.7.5) B-544 (I) (O.7.6) B-545 (I) (O.8.1) B-546(I) (O.8.2) B-547 (I) (O.8.3) B-548 (I) (O.8.4) B-549 (I) (O.8.5) B-550(I) (O.9.1) B-551 (I) (O.9.2) B-552 (I) (O.9.3) B-553 (I) (O.10.1) B-554(I) (O.11.1) B-555 (I) (O.11.2) B-556 (I) (O.11.3) B-557 (I) (O.11.4)B-558 (I) (O.12.1) B-559 (I) (O.13.1) B-560 (I) (O.14.1) B-561 (I)(O.14.2) B-562 (I) (O.15.1) B-563 (I) (O.15.2) B-564 (I) (O.15.3) B-565(I) (O.15.4) B-566 (I) (O.15.5) B-567 (I) (O.15.6) B-568 (I) (O.15.7)B-569 (I) (O.15.8) B-570 (I) (O.15.9) B-571 (I) (O.15.10) B-572 (I)(O.15.11) B-573 (I) (O.16.1) B-574 (I) (O.16.2) B-575 (I) (O.16.3) B-576(I) (O.16.4) B-577 (I) (O.16.5) B-578 (I) (O.16.6) B-579 (I) (O.17.1)B-580 (I) (O.18.1) B-581 (I) (O.18.2) B-582 (I) (O.18.3) B-583 (I)(O.18.4) B-584 (I) (O.18.5) B-585 (I) (O.19.1) B-586 (I) (O.20.1) B-587(I) (O.20.2) B-588 (I) (O.20.3) B-589 (I) (O.21.1) B-590 (I) (O.21.2)B-591 (I) (O.21.3) B-592 (I) (O.21.4) B-593 (I) (O.21.5) B-594 (I)(O.21.6) B-595 (I) (O.21.7) B-596 (I) (O.22.1) B-597 (I) (O.22.2) B-598(I) (O.22.3) B-599 (I) (O.22.4) B-600 (I) (O.23.1) B-601 (I) (O.23.2)B-602 (I) (O.23.3) B-603 (I) (O.24.1) B-604 (I) (O.24.2) B-605 (I)(O.24.3) B-606 (I) (O.24.4) B-607 (I) (O.24.5) B-608 (I) (O.25.1) B-609(I) (O.25.2) B-610 (I) (O.26.1) B-611 (I) (O.26.2) B-612 (I) (O.26.3)B-613 (I) (O.26.4) B-614 (I) (O.26.5) B-615 (I) (O.26.6) B-616 (I)(O.26.7) B-617 (I) (O.26.8) B-618 (I) (O.26.9) B-619 (I) (O.26.10) B-620(I) (O.26.11) B-621 (I) (O.26.12) B-622 (I) (O.26.13) B-623 (I)(O.26.14) B-624 (I) (O.26.15) B-625 (I) (O.26.16) B-626 (I) (O.26.17)B-627 (I) (O.26.18) B-628 (I) (O.27.1) B-629 (I) (O.27.2) B-630 (I)(O.27.3) B-631 (I) (O.27.4) B-632 (I) (O.27.5) B-633 (I) (O.27.6) B-634(I) (O.27.7) B-635 (I) (O.27.8) B-636 (I) (O.27.9) B-637 (I) (O.27.10)B-638 (I) (O.27.11) B-639 (I) (O.27.12) B-640 (I) (O.27.13) B-641 (I)(O.27.14) B-642 (I) (O.27.15) B-643 (I) (O.27.16) B-644 (I) (O.27.17)B-645 (I) (O.27.18) B-646 (I) (O.27.19) B-647 (I) (O.27.20) B-648 (I)(O.27.21) B-649 (I) (O.27.22) B-650 (I) (O.27.23) B-651 (I) (O.27.24)B-652 (I) (O.27.25) B-653 (I) (O.27.26) B-654 (I) (O.27.27) B-655 (I)(O.27.28) B-656 (I) (O.27.29) B-657 (I) (O.27.30) B-658 (I) (O.27.31)B-659 (I) (O.27.32) B-660 (I) (O.27.33) B-661 (I) (O.27.34) B-662 (I)(O.27.35) B-663 (I) (O.27.36) B-664 (I) (O.27.37) B-665 (I) (O.27.38)B-666 (I) (O.27.39) B-667 (I) (O.27.40) B-668 (I) (O.27.41) B-669 (I)(O.27.42) B-670 (I) (O.27.43) B-671 (I) (O.27.44) B-672 (I) (O.27.45)B-673 (I) (O.27.46) B-674 (I) (O.27.47) B-675 (I) (O.27.48) B-676 (I)(O.27.49) B-677 (I) (O.27.50) B-678 (I) (O.27.51) B-679 (I) (O.27.52)B-680 (I) (O.27.53) B-681 (I) (O.27.54) B-682 (I) (O.27.55) B-683 (I)(O.27.56) B-684 (I) (O.27.57) B-685 (I) (O.27.58) B-686 (I) (O.27.59)B-687 (I) (O.27.60) B-688 (I) (O.27.61) B-689 (I) (O.27.62) B-690 (I)(O.27.63) B-691 (I) (O.27.64) B-692 (I) (O.27.65) B-693 (I) (O.27.66)B-694 (I) (O.27.67) B-695 (I) (O.27.68) B-696 (I) (O.27.69) B-697 (I)(O.27.70) B-698 (I) (O.27.71) B-699 (I) (O.27.72) B-700 (I) (O.27.73)B-701 (I) (O.27.74) B-702 (I) (O.27.75) B-703 (I) (O.27.76) B-704 (I)(O.27.77) B-705 (I) (O.27.78) B-706 (I) (O.27.79) B-707 (I) (O.27.80)B-708 (I) (O.27.81) B-709 (I) (O.27.82) B-710 (I) (O.27.83) B-711 (I)(O.27.84) B-712 (I) (O.27.85) B-713 (I) (O.27.86) B-714 (I) (O.27.87)B-715 (I) (O.27.88) B-716 (I) (O.27.89) B-717 (I) (O.27.90) B-718 (I)(O.27.91) B-719 (I) (O.27.92) B-720 (I) (O.27.93) B-721 (I) (O.27.94)B-722 (I) (O.27.95) B-723 (I) (O.27.96) B-724 (I) (O.27.97) B-725 (I)(O.27.98) B-726 (I) (O.27.99) B-727 (I) (O.27.100)

The mixtures of active substances can be prepared as compositionscomprising besides the active ingredients at least one inert ingredient(auxiliary) by usual means, e. g. by the means given for thecompositions of compounds I.

Concerning usual ingredients of such compositions reference is made tothe explanations given for the compositions containing compounds I.

The mixtures of active substances according to the present invention aresuitable as fungicides, as are the compounds of formula I. They aredistinguished by an outstanding effectiveness against a broad spectrumof phytopathogenic fungi, especially from the classes of theAscomycetes, Basidiomycetes, Deuteromycetes and Peronosporomycetes (syn.Oomycetes). In addition, it is refered to the explanations regarding thefungicidal activity of the compounds and the compositions containingcompounds I, respectively.

I. SYNTHESIS EXAMPLES

The compounds of formula I can be prepared according to the methodsoutlined below.

I.1) Preparation of Methyl 1-(4-cyanophenyl)cyclopropanecarboxylate

A solution of methyl 1-(4-chlorophenyl)cyclopropanecarboxylate (10.5 g,1.0 eq.) in N-methyl-2-pyrrolidon (125 mL) was treated with zinc cyanide(6.6 g, 1 eq.), zinc (0.65 g, 0.2 eq.) andbis(tri-tert-butylphosphine)palladium(0) (2.5 g, 0.1 eq.) at 150° C.until HPLC indicated complete conversion of the starting material. Themixture was quenched with water and extracted with methyltert-butylether. The organic layer was washed with saturated aqueoussolutions of sodium bicarbonate and dried over sodium sulfate andconcentrated under reduced pressure. The residue was purified by flashchromatography to afford the title compound as a colourless solid (2.6mg, 26%).

¹H-NMR (CDCl₃, 400 MHz, 298 K): δ [ppm]=1.22 (t, 2H), 1.62 (q, 3H), 3.62(s, 4H), 7.43 (d, 2H), 760 (d, 2H).

I.2) Preparation of 1-(4-cyanophenyl)cyclopropanecarboxylic Acid

A solution of 1-(4-cyanophenyl)cyclopropanecarboxylate (0.30 g, 1 eq.)and Lithiumhydroxide (0.072 g, 2 eq.) in a mixture of water (0.5 ml) andisopropanole (5 ml) was stirred overnight.

The mixture was concentrated under reduced pressure and dissolved intowater. The ph value was adjusted to 4 using hydrochloric acid and the

the product was extracted into methylene chloride. The combined organiclayers were successively washed water, dried over sodium sulfate andfreed from solvent under reduced pressure to afford the title compound(200 mg, 71%) that was used directly without further purification.

I.3) Preparation of1-[4-[—N′-hydroxycarbamimidoyl]phenyl]cyclopropanecarboxylic Acid

A solution of 1-(4-cyanophenyl)cyclopropanecarboxylic acid (0.51 g, 1eq.), hydroxylamine hydrochloride (0.76 g, 4 eq.), 8-hydroxychinoline(0.004 g, 0.01 eq.) and sodium carbonate (0.75 g, 2 eq.) in a mixture ofethanol (27 ml) and water (9 ml) was stirred at 60° C. for six hours.After cooling to ambient temperature, the mixture was concentrated underreduced pressure to afford the title compound as a light beige solid(430 mg, 85%).

I.4) Preparation of1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxylicAcid

A solution of1-[4-[—N′-hydroxycarbamimidoyl]phenyl]cyclopropanecarboxylic acid(obtained in step I.3) (0.4 g, 1.0 eq.) in tetrahydrofuran (7.5 mL) wastreated with trifluoroacetic anhydride (0.57 g, 1.5 eq.) at roomtemperature. The mixture was stirred overnight, before it was washedwith saturated aqueous solutions of sodium bicarbonate and water. Theorganic layer was dried over sodium sulfate and concentrated underreduced pressure. The residue was purified by flash chromatography toafford the title compound as a light brown solid (460 mg, 72%).

I.5) Preparation of1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarbonylChloride

A solution of 1-(4-cyanophenyl)cyclopropanecarboxylic acid (0.40 g, 1eq.) and thionyl chloride (0.24 g, 1.5 eq.) in toluene was stirred at60° C. for two hours. After cooling to ambient temperature, the mixturewas concentrated under reduced pressure to afford the title compound(400 mg) that was used directly without further purification.

I.6) Preparation ofN-methyl-1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide(Compound Ex-10)

To a solution of 1-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarbonyl chloride (0.20 g, 1.0 eq.) in methylenchloride (9mL) was added methyl amine (0.71 ml, 2M in THF, 3 eq.). The mixture wasstirred overnight, before it was quenched by the addition of water andthe product was extracted into ethyl acetate. The combined organiclayers were successively washed with diluted aqueous solutions ofhydrochloric acid and sodium bicarbonate, successively, dried oversodium sulfate and freed from solvent under reduced pressure. Theresidue was purified by flash chromatography to afford the titlecompound as a colourless solid (140 mg, 86%)

¹H-NMR (CDCl₃, 400 MHz, 298 K): δ [ppm]=1.04 (mc, 2H), 1.63 (mc, 2H),2.75 (d, 2H), 5.2 (s, broad, 1H), 7.58 (d, 2H), 8.13 (d, 2H).

I.7) Preparation of 2-(4-cyanophenyl)acetyl Chloride

A solution of 2-(4-cyanophenyl)acetic acid (1.5 g, 1.0 eq.),thionylchloride (10 ml) and methylene chloride (5 ml) was heated underreflux for one hour. After cooling to ambient temperature, the mixturewas concentrated under reduced pressure to afford the title compound(1.7 g) that was used directly without further purification.

I.8) Preparation of 2-(4-cyanophenyl)-N-methyl-acetamide

To a solution of 2-(4-cyanophenyl)acetyl chloride (0.45 g, 1.0 eq.) inmethylenchloride (25 mL) was added triethylamine (0.38 mL, 1.5 eq.) andmethyl amine (0.16 g, 2.06 eq.). The mixture was stirred overnight,before it was quenched by the addition of water and the product wasextracted into ethyl acetate. The combined organic layers weresuccessively washed with diluted aqueous solutions of hydrochloric acidand sodium bicarbonate, successively, dried over sodium sulfate andfreed from solvent under reduced pressure to afford the title compound(770 mg) that was used directly without further purification.

I.9) Preparation of2-[4-[N′-hydroxycarbamimidoyl]phenyl]-N-methyl-acetamide

To a solution of 2-(4-cyanophenyl)-N-methyl-acetamide: (770 mg, 1.0 eq.)in ethanol (15 mL) was added hydroxylamine hydrochloride (340 mg, 1.1eq.) and triethylamine (0.8 g, 1.8 eq.). The resulting mixture washeated under reflux until HPLC indicated complete conversion of thestarting material. After cooling to ambient temperature, water was addedand the resulting precipitate was collected and dried to afford thetitle compound (1.8 g) that was used directly without furtherpurification.

I.10) Preparation ofN-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide(Compound Ex-6)

A solution of 2-[4-[N′-hydroxycarbamimidoyl]phenyl]-N-methyl-acetamideobtained in step I.9) (1.8 g, 1.0 eq.) in methylene chloride (25 mL) wastreated with trifluoroacetic anhydride (2.0 g, 1.1 eq.) at roomtemperature. The mixture was stirred overnight, before it was washedwith saturated aqueous solutions of sodium bicarbonate and water. Theorganic layer was dried over sodium sulfate and concentrated underreduced pressure. The residue was purified by flash chromatography toafford the title compound (80 mg, 28%).

¹H-NMR (CDCl₃, 400 MHz, 298 K): δ [ppm]=2.81 (d, 3H), 3.62 (s, 2H),5.31-5.48 (s, broad, 1H), 7.43 (d, 2H), 8.12 (d, 2H).

I.11) Preparation of Ethyl 2-(4-cyanophenyl)-2,2-difluoro-acetate

A solution of ethyl 2-(4-cyanophenyl)-2-oxo-acetate (5.0 g, 1.0 eq.) inmethylene chloride (120 mL) was treated with diethylaminosulfurtrifluoride (11.9 g, 3 eq.) at 35° C. The mixture was stirred for 6hours, before additional diethylaminosulfur trifluoride (9.5 g, 2.4 eq.)was added. The mixture was stirred overnight, before iced water wasadded. The organic layer was separated and washed with saturated aqueoussolutions of sodium bicarbonate and water, successively, dried oversodium sulfate and concentrated under reduced pressure. The residue waspurified by flash chromatography to afford the title compound (4.7 g).

I.12) Preparation of 2-(4-cyanophenyl)-2,2-difluoro-acetic Acid

A solution of ethyl 2-(4-cyanophenyl)-2,2-difluoro-acetate (obtained instep I.12) (4.7 g, 1.0 eq.) in a mixture of ethanol (100 mL) and water(10 ml) was treated with lithium hydroxid (0.75 g, 1.5 eq.) at roomtemperature until HPLC indicated complete conversion of the startingmaterial. The mixture was concentrated under reduced pressure. Theresidue was dissolved into water and the aqueous layer was washed withmethyl tert-butyl ether. The ph value of the aqueous layer was adjustedto 3 and the aqueous layer was extracted with methylene chloride. Theorganic layer was separated and washed with water, successively, driedover sodium sulfate and concentrated under reduced pressure to affordthe title compound (3.45 g, 84%).

I.13) Preparation of2,2-difluoro-2-[4-[—N′-hydroxycarbamimidoyl]phenyl]acetic Acid

A solution of 2-(4-cyanophenyl)-2,2-difluoro-acetic acid (2.6 g, 1 eq.),hydroxylamine hydrochloride (1.8 g, 2 eq.), triethylamine (2.7 g, 2 eq.)in methanol (100 ml) was stirred at 40° C. for six hours. After coolingto ambient temperature, the mixture was stirred overnight. The mixturewas concentrated under reduced pressure. The residue was dissolved inwater and washed with methylene chloride. The aqueous layer wasacidified with hydrochloric acid and the precipitation that formed wasfiltered off. Water was removed under reduced pressure to afford thetitle compound (3.0 g, 66%).

I.14) Preparation of2,2-difluoro-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]aceticAcid

A solution of 2,2-difluoro-2-[4-[—N′-hydroxycarbamimidoyl]phenyl]aceticacid obtained in step 1.13) (2.0 g, 1.0 eq.) in tetrahydrofuran (50 mL)was treated with trifluoroacetic anhydride (2.7 g, 1.5 eq.) at 50° C.for two hours. The mixture was concentrated under reduced pressure. Theresidue was dissolved into methyl ten-butyl ether and washed withhydrochloric acid (5% in water), successively, dried over sodium sulfateand concentrated under reduced pressure to afford the title compound(1.4 g, 47%).

I.15) Preparation of2,2-difluoro-N-phenyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide(Compound Ex-20)

A solution of2,2-difluoro-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]aceticacid obtained in step I.14) (0.25 g, 1.0 eq.), trimethylamine (0.16 g, 2eq.) aniline (0.083 g, 1.1 eq.) and bis(2-oxo-3-oxazolidinyl)phosphinicchloride (0.31 g, 1.5 eq.) in tetrahydrofuran (15 ml) was stirredovernight. The mixture was concentrated under reduced pressure. Theresidue was dissolved into methyl tert-butyl ether and washed withhydrochloric acid (5% in water) saturated aqueous solutions of sodiumbicarbonate and water, successively, dried over sodium sulfate andconcentrated under reduced pressure. The residue was purified by flashchromatography to afford the title compound to afford the title compound(0.31 g, 23%).

¹H-NMR (CDCl₃, 400 MHz, 298 K): δ [ppm]=7.15-7.28 (m, 1H), 7.32-7.42 (m,2H), 7.53-7.60 (m, 2H), 7.85 (d, 2H), 8.14 (s, 1H), 8.22 (d, 2H).

The compounds listed in Table I and Table II were prepared in ananalogous manner.

TABLE I Compounds Ex-1 to Ex-46 of the formula I.A. I.A

HPLC R_(t) (min)*; NMR: 400 Melting MHz, CDCl₃, point Ex. no R¹ R² R³ R⁴298 K, [ppm] (° C.) Ex-1 H benzyl H H 1.198 oil Ex-2 H phenyl H H 1.224173 Ex-3 H 4-fluoro-2-methoxy-phenyl H H 1.270 oil Ex-4 H2-methoxy-phenyl H H 1.226 oil Ex-5 H 4-pyridylmethyl H H 0.854 oil Ex-6H methyl H H 1.012 oil Ex-7 H cyclopropyl H H 1.047 oil Ex-8 H ethyl H H1.036 oil Ex-9 R¹ and R² together form an H H 1.060 oil azetidine ringEx-10 H CH₃ R₃ and R₄ together form 1.112 118 a cyclopropyl ring Ex-11CH₃ CH₃ R³ and R⁴ together form 1.118 oil a cyclopropyl ring Ex-12 Hethyl R³ and R⁴ together form 1.167  71 a cyclopropyl ring Ex-13 Hcyclopropyl R³ and R⁴ together form 1.169 oil a cyclopropyl ring Ex-14 Hallyl R³ and R⁴ together form 1.187 oil a cyclopropyl ring Ex-15 H2-methoxy-phenyl R³ and R⁴ together form 1.356 128 a cyclopropyl ringEx-16 H phenyl R³ and R⁴ together form 1.295 oil a cyclopropyl ringEx-17 H benzyl R³ and R⁴ together form 1.267 oil a cyclopropyl ringEx-18 H CH₃ F F 1.100 105 Ex-19 H 2-methoxy-phenyl F F [3.9, 6.9-7.0,oil 7.25, 7.85, 8.25, 8.35, 8.9] Ex-20 H phenyl F F 1.265 131 Ex-21 Hbenzyl F F 1.303 129 Ex-22 CH₃ CH₃ F F [3.1, 7.7,  83 8.2] Ex-23 H ethylF F 1.186  93 Ex-24 H cyclopropyl F F 1.190 134 Ex-25 H allyl F F [4.0,5.25,  78 5.8-5.95, 6.6, 7.8, 8.2] Ex-26 H CH₂CN H H 1.028 150 Ex-27 HCH₂—CH═NOCH₃ H H 1.052 140 Ex-28 H CH₂—C(CH₃)═NOCH₃ H H 1.087 154 Ex-29CH₃ CH₂—C(CH₃)═NOCH₃ H H 1.200 oil Ex-30 CH₃ CH₂—CH═NOCH₃ F F 1.214 oilEx-31 H CH₂—CH═NOCH₃ F F 1.145 108 Ex-32 CH₃ CH₂—CH═NOCH₃ H H 1.112 101Ex-33 CH₃ CH₂—C(CH₃)═NOCH₃ F F 1.229 oil Ex-34 CH₃ CH₂CN F F [3.2, 4.4,oil 7.8, 8.25] Ex-35 CH₃ CH₂CN H H 1.124 118 Ex-36 H CH₂CN F F [4.3,7.8, 124 8.25, 9.9] Ex-37 H propargyl F F 1.176 110 Ex-38 H propargyl HH 1.070 142 Ex-39 CH₃ propargyl F F 1.258 oil Ex-40 CH₃ propargyl H H1.155  50 Ex-41 H CH₂—C(CH₃)═O F F 1.161 118 Ex-42 H CH₂—C(CH₃)═NOCH₃ FF 1.244  88 Ex-43 CH₃ ethyl F F 1.229 oil Ex-44 H 1-methyl-cyclopropyl FF 1.218 147 Ex-45 ethyl ethyl F F 1.298 oil Ex-46 H iso-propyl F F 1.221117

TABLE II Compounds Ex-47 and Ex-48 of the formula I.B. I.B

Melting HPLC R_(t) point Ex. no R¹ R² R³ R⁴ (min)*; (° C.) Ex-47 H CH₃ HH 0.869 135 Ex-48 CH₃ CH₃ H H 1.036 oil *HPLC: High Performance LiquidChromatography; HPLC-column Kinetex XB C18 1.7μ (50 × 2.1 mm); eluent:acetonitrile/water + 0.1% trifluoroacetic acid (gradient from 5:95 to100:0 in 1.5 min at 60° C., flow gradient from 0.8 to 1.0 ml/min in 1.5min). MS: Quadrupol Electrospray Ionisation, 80 V (positive mode). Rt:retention time in minutes.

II. BIOLOGICAL EXAMPLES FOR FUNGICIDAL ACTIVITY

The fungicidal action of the compounds of formula I was demonstrated bythe following experiments:

A. Glass House Trials

The spray solutions were prepared in several steps: the stock solutionswere prepared: a mixture of acetone and/or dimethylsulfoxide and thewetting agent/emulsifier Wettol, which is based on ethoxylatedalkylphenoles, in a relation (volume) solvent-emulsifier of 99 to 1 wasadded to 25 mg of the compound to give a total of 5 ml. Water was thenadded to total volume of 100 ml. This stock solution was diluted withthe described solvent-emulsifier-water mixture to the givenconcentration.

Use Example II.1: Protective Control of Soy Bean Rust on Soy BeansCaused by Phakopsora pachyrhizi

Leaves of pot-grown soy bean seedlings were sprayed to run-off with anaqueous suspension, containing the concentration of active ingredient ortheir mixture as described below. The plants were allowed to air-dry.The trial plants were cultivated for 2 days in a greenhouse chamber at23 to 27° C. and a relative humidity between 60 and 80%. Then the plantswere inoculated with spores of Phakopsora pachyrhizi. To ensure thesuccess the artificial inoculation, the plants were transferred to ahumid chamber with a relative humidity of about 95% and 20 to 24° C. for24 hours. The trial plants were cultivated for fourteen days in agreenhouse chamber at 23 to 27° C. and a relative humidity between 60and 80%. The extent of fungal attack on the leaves was visually assessedas % diseased leaf area.

In this test, the plants which had been treated with 125 ppm of theactive compound Ex-1, Ex-2, Ex-6, Ex-7, Ex-8 and Ex-9 showed a diseasedleaf area of at most 15%, whereas the untreated plants showed 80%diseased leaf area.

In this test, the plants which had been treated with 32 ppm of theactive compound Ex-10, and Ex-11 showed a diseased leaf area of at most15%, whereas the untreated plants showed 80% diseased leaf area.

In this test, the plants which had been treated with 32 ppm of theactive compound Ex-12, Ex-13, Ex-14, Ex-15, Ex-16, Ex-17, Ex-18, Ex-19,Ex-20, Ex-21, Ex-22, Ex-23, Ex-24, Ex-25, Ex-26, Ex-27, Ex-28, Ex-29,Ex-30, Ex-31, Ex-32, Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-40,Ex-41, Ex-42, Ex-43, Ex-44, Ex-45, Ex-46 and Ex-47 showed a diseasedleaf area of at most 13%, whereas the untreated plants showed 100%diseased leaf area.

Use Example II.2: Curative Control of Soy Bean Rust on Soy Beans Causedby Phakopsora pachyrhizi

Leaves of pot-grown soy bean seedlings were inoculated with spores ofPhakopsora pachyrhizi. To ensure the success of the artificialinoculation, the plants were transferred to a humid chamber with arelative humidity of about 95% and 20 to 24° C. for 24 hours. The nextday the plants were sprayed to run-off with an aqueous suspension,containing the desired concentration of active ingredient. The plantswere allowed to air-dry. Then the trial plants were cultivated for 14days in a greenhouse chamber at 23 to 27° C. and a relative humiditybetween 60 and 80%. The extent of fungal attack on the leaves wasvisually assessed as % diseased leaf area.

In this test, the plants which had been treated with 600 ppm of theactive compound Ex-3, Ex-4 and Ex-5 showed a diseased leaf area of atmost 15%, whereas the untreated plants showed 80% diseased leaf area.

In this test, the plants which had been treated with 32 ppm of theactive compound Ex-12, Ex-13, Ex-14, Ex-15, Ex-18, Ex-20, Ex-22, Ex-23,Ex-24, Ex-25, Ex-26, Ex-27, Ex-28, Ex-29, Ex-30, Ex-31, Ex-32, Ex-33,Ex-34, Ex-35, Ex-36, Ex-37, Ex-38, Ex-39, Ex-40, Ex-41, Ex-42, Ex-44,Ex-46, Ex-47 and Ex-48 showed a diseased leaf area of at most 16%,whereas the untreated plants showed 100% diseased leaf area.

Use Example II.3: Curative Control of Brown Rust on Wheat Caused byPuccinia recondita

The first two developed leaves of pot-grown wheat seedling were dustedwith spores of Puccinia recondita. To ensure the success the artificialinoculation, the plants were transferred to a humid chamber withoutlight and a relative humidity of 95% to 99% and 20 to 24° C. for 24hours. The next day the plants were cultivated for 3 days in agreenhouse chamber at 20 to 24° C. and a relative humidity between 65and 70%. Then the plants were sprayed to run-off with an aqueoussuspension, containing the concentration of active ingredient or theirmixture as described below. The plants were allowed to air-dry. Then thetrial plants were cultivated for 8 days in a greenhouse chamber at 20 to24° C. and a relative humidity between 65 and 70%. The extent of fungalattack on the leaves was visually assessed as % diseased leaf area

In this test, the plants which had been treated with 600 ppm of theactive compound Ex-6, Ex-8 and Ex-9, showed a diseased leaf area of atmost 15%, whereas the untreated plants showed 90% diseased leaf area.

In this test, the plants which had been treated with 63 ppm of theactive compound Ex-22, Ex-23, Ex-24, Ex-25, Ex-26, Ex-27, Ex-29, Ex-32,Ex-35, Ex-37, Ex-38 and Ex-40 showed a diseased leaf area of at most 4%,whereas the untreated plants showed 90% diseased leaf area.

Use Example II.3: Preventative Control of Brown Rust on Wheat Caused byPuccinia recondita

The first two developed leaves of pot-grown wheat seedling were sprayedto run-off with an aqueous suspension, containing the concentration ofactive ingredient or their mixture as described below. After 6 days theplants were inoculated with spores of Puccinia recondita. To ensure thesuccess the artificial inoculation, the plants were transferred to ahumid chamber without light and a relative humidity of 95 to 99% and 20to 24° C. for 24 hours. Then the trial plants were cultivated for 6 daysin a greenhouse chamber at 20 to 24° C. and a relative humidity between65 and 70%. The extent of fungal attack on the leaves was visuallyassessed as % diseased leaf area.

In this test, the plants which had been treated with 125 ppm of theactive compound Ex-2 and Ex-7 showed a diseased leaf area of at most15%, whereas the untreated plants showed 70% diseased leaf area.

In this test, the plants which had been treated with 63 ppm of theactive compound Ex-26, Ex-27, Ex-28, Ex-32, Ex-35, Ex-37, Ex-38 andEx-40 showed a diseased leaf area of at most 7%, whereas the untreatedplants showed 90% diseased leaf area.

The invention claimed is:
 1. A method for combating phytopathogenicharmful fungi, which process comprises treating the fungi or thematerials, plants, the soil or seeds to be protected against fungalattack, with an effective amount of at least one compound of formula I

or an N-oxide, or an agriculturally acceptable salt thereof, wherein: Ais phenyl or a 5- or 6-membered aromatic heterocycle, wherein the ringmember atoms of the aromatic heterocycle include besides carbon atoms 1,2, 3 or 4 heteroatoms selected from N, O and S as ring member atoms; andwherein the cyclic groups A are unsubstituted or substituted by 1, 2, 3or 4 identical or different groups R^(A); wherein R^(A) is halogen,cyano, diC₁-C₆-alkylamino, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-alkylthio,C₁-C₆-alkylsulfinyl, C₁-C₆-alkylsulfonyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl or C₃-C₈-cycloalkoxy; and wherein any of the aliphaticor cyclic moieties are unsubstituted or substituted by 1, 2, 3, 4 or upto the maximum possible number of identical or different groups R^(a);wherein R^(a) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio orC₃-C₈-cycloalkyl or C₁-C₄-alkoxy-C₁-C₄-alkyl; L is —C(═O)—,—C(═S)-or—S(═O)_(p)—; p is 0, 1 or 2; R¹, R² independently of each otherare hydrogen, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl, C₃-C₈-cycloalkenyl, —C(═O)—(C₁-C₆-alkyl),—C(═O)—(C₁-C₆-alkoxy), C₁-C₆-alkoxyimino-C₁-C₄-alkyl,C₂-C₆-alkenyloxyimino-C₁-C₄-alkyl, C₂-C₆-alkynyloxyimino-C₁-C₄-alkyl,aminocarbonyl-C₁-C₆-alkyl, C₃-C₆-cycloalkyl-C₁-C₄-alkyl,phenyl-C₁-C₄-alkyl, heteroaryl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl,phenyl, naphthyl or a 3- to 10-membered saturated, partially unsaturatedor aromatic mono- or bicyclic heterocycle, wherein the ring member atomsof said mono- or bicyclic heterocycle include besides carbon atomsfurther 1, 2, 3 or 4 heteroatoms selected from N, O and S as ring memberatoms and wherein 1 or 2 carbon ring member atoms of the heterocycle maybe replaced by 1 or 2 groups independently selected from C(═O) andC(═S); and wherein the heteroaryl group in heteroaryl-C₁-C₄-alkyl is a5- or 6-membered aromatic heterocycle, wherein the ring member atoms ofthe heterocyclic ring include besides carbon atoms 1, 2, 3 or 4heteroatoms selected from N, O and S as ring member atoms; and whereinthe heterocyclyl group in heterocyclyl-C₁-C₄-alkyl is a 3- to10-membered saturated, partially unsaturated mono- or bicyclicheterocycle, wherein the ring member atoms of said mono- or bicyclicheterocycle include besides carbon atoms further 1, 2, 3 or 4heteroatoms selected from N, O and S as ring member atoms and wherein 1or 2 carbon ring member atoms of the heterocycle may be replaced by 1 or2 groups independently selected from C(═O) and C(═S); and wherein any ofthe aliphatic or cyclic groups are unsubstituted or substituted by 1, 2,3, 4 or up to the maximum possible number of identical or differentgroups R^(1a); or R¹ and R² together with the nitrogen atom to whichthey are bound form a saturated or partially unsaturated mono- orbicyclic 3- to 10-membered heterocycle, wherein the heterocycle includesbeside one nitrogen atom and one or more carbon atoms no furtherheteroatoms or 1, 2 or 3 further heteroatoms independently selected fromN, O and S as ring member atoms; and wherein one or two CH₂ groups ofthe heterocycle may be replaced by one or two groups independentlyselected from the group of C(═O) and C(═S); and wherein the heterocycleis unsubstituted or carries 1, 2, 3, 4 or up to the maximum possiblenumber of identical or different groups R^(1a); wherein R^(1a) ishalogen, cyano, OH, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₁-C₆-alkoxy,C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl, —NHSO₂—C₁-C₄-alkyl,—(C═O)—C₁-C₄-alkyl, —C(═O)—C₁-C₄-alkoxy, C₁-C₆-alkylsulfonyl,hydroxyC₁-C₄-alkyl, —C(═O)—NH₂, —C(═O)—NH(C₁-C₄-alkyl),C₁-C₄-alkylthio-C₁-C₄-alkyl, aminoC₁-C₄-alkyl,C₁-C₄-alkylamino-C₁-C₄-alkyl, diC₁-C₄-alkylamino-C₁-C₄-alkyl,aminocarbonyl-C₁-C₄-alkyl or C₁-C₄-alkoxy-C₁-C₄-alkyl; R³, R⁴independently of each other are hydrogen, halogen, cyano or C₁-C₆-alkyl;or R³ and R⁴ together with the carbon atom to which they are bound forma vinyl group or a saturated, monocyclic 3- to 5-membered heterocycle orcarbocycle, wherein the heterocycle includes beside carbon atoms 1 or 2heteroatoms independently selected from N, O and S as ring member atoms;and wherein the vinyl group, the heterocycle or the carbocycle isunsubstituted or carries 1, 2, 3, 4 or up to the maximum possible numberof identical or different groups R^(3a); wherein R^(3a) is halogen,cyano or C₁-C₂-alkyl.
 2. The method of claim 1, wherein A is a phenylring or a thiophene ring.
 3. The method of claim 1, wherein L is—C(═O)—.
 4. The method of claim 1, wherein R³ and R⁴ independently ofeach other are hydrogen, fluorine or methyl.
 5. The method of claim 1,wherein R³ and R⁴ are both hydrogen; or R³ and R⁴ are both fluorine; orR³ and R⁴ are both methyl; or R³ and R⁴ together with the carbon atom towhich they are bound form a 3- or 4-membered carbocylic ring and whereinthe carbocylic ring is unsubstituted; or R³ and R⁴ together with thecarbon atom to which they are bound form a vinyl group or a saturated3-membered heterocycle; wherein the heterocycle includes beside twocarbon atoms one heteroatom selected from N, O and S as ring memberatoms; and wherein the vinyl group and the heterocycle is unsubstituted.6. The method of claim 1, wherein R¹ and R² independently of each otherare hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl, C₃-C₈-cycloalkenyl, C₃-C₈-cycloalkyl-C₁-C₄-alkyl; andwherein any of the aliphatic or cyclic groups are unsubstituted orsubstituted by 1, 2, 3, 4 or up to the maximum possible number ofidentical or different groups R^(1a) as defined in claim
 1. 7. Acompound of formula I

or an N-oxide, or an agriculturally acceptable salt thereof, wherein Ais phenyl or a 5- or 6-membered aromatic heterocycle, wherein the ringmember atoms of the aromatic heterocycle include besides carbon atoms 1,2, 3 or 4 heteroatoms selected from N, O and S as ring member atoms; andwherein the cyclic groups A are unsubstituted or substituted by 1, 2, 3or 4 identical or different groups R^(A); wherein R^(A) is halogen,cyano, diC₁-C₆-alkylamino, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₁-C₆-alkylthio,C₁-C₆-alkylsulfinyl, C₁-C₆-alkylsulfonyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl or C₃-C₈-cycloalkoxy; and wherein any of the aliphaticor cyclic moieties are unsubstituted or substituted by 1, 2, 3, 4 or upto the maximum possible number of identical or different groups R^(a);wherein R^(a) is halogen, cyano, C₁-C₆-alkyl, C₁-C₆-haloalkyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio orC₃-C₈-cycloalkyl or C₁-C₄-alkoxy-C₁-C₄-alkyl; L is —C(═O)—, —C(═S)—or—S(═O)_(p)—; p is 0, 1 or 2; R¹ R² independently of each other arehydrogen, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₃-C₈-cycloalkyl, C₃-C₈-cycloalkenyl, —C(═O)—(C₁-C₆-alkyl),—C(═O)—(C₁-C₆-alkoxy), phenyl-C₁-C₄-alkyl, heteroaryl-C₁-C₄-alkyl,heterocyclyl-C₁-C₄-alkyl, phenyl, naphthyl or a 3- to 10-memberedsaturated, partially unsaturated or aromatic mono- or bicyclicheterocycle, wherein the ring member atoms of said mono- or bicyclicheterocycle include besides carbon atoms further 1, 2, 3 or 4heteroatoms selected from N, O and S as ring member atoms and wherein 1or 2 carbon ring member atoms of the heterocycle may be replaced by 1 or2 groups independently selected from C(═O) and C(═S); and wherein theheteroaryl group in heteroaryl-C₁-C₄-alkyl is a 5- or 6-memberedaromatic heterocycle, wherein the ring member atoms of the heterocyclicring include besides carbon atoms 1, 2, 3 or 4 heteroatoms selected fromN, O and S as ring member atoms; and wherein the heterocyclyl group inheterocyclyl-C₁-C₄-alkyl is a 3- to 10-membered saturated, partiallyunsaturated or aromatic mono- or bicyclic heterocycle, wherein the ringmember atoms of said mono- or bicyclic heterocycle include besidescarbon atoms further 1, 2, 3 or 4 heteroatoms selected from N, O and Sas ring member atoms and wherein 1 or 2 carbon ring member atoms of theheterocycle may be replaced by 1 or 2 groups independently selected fromC(═O) and C(═S); and wherein any of the aliphatic or cyclic groups areunsubstituted or substituted by 1, 2, 3, 4 or up to the maximum possiblenumber of identical or different groups R^(1a); or R¹ and R² togetherwith the nitrogen atom to which they are bound form a saturated orpartially unsaturated mono- or bicyclic 3- to 10-membered heterocycle,wherein the heterocycle includes beside one nitrogen atom and one ormore carbon atoms no further heteroatoms or 1, 2 or 3 furtherheteroatoms independently selected from N, O and S as ring member atoms;and wherein one or two CH₂ groups of the heterocycle may be replaced byone or two groups independently selected from the group of C(═O) andC(═S); and wherein the heterocycle is unsubstituted or carries 1, 2, 3,4 or up to the maximum possible number of identical or different groupsR^(1a); wherein R^(1a) is halogen, cyano, OH, C₁-C₆-alkyl,C₁-C₆-haloalkyl, C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₃-C₈-cycloalkyl,—NHSO₂—C₁-C₄-alkyl, —(C═O)—C₁-C₄-alkyl, —C(═O)—C₁-C₄-alkoxy,C₁-C₆-alkylsulfonyl, hydroxyC₁-C₄-alkyl, —C(═O)—NH_(2,)—C(═O)—NH(C₁-C₄-alkyl), C₁-C₄-alkylthio-C₁-C₄-alkyl, aminoC₁-C₄-alkyl,C₁-C₄-alkylamino-C₁-C₄-alkyl, diC₁-C₄-alkylamino-C₁-C₄-alkyl,aminocarbonyl-C₁-C₄-alkyl or C₁-C₄-alkoxy-C₁-C₄-alkyl; R³, R⁴independently of each other are hydrogen, halogen, cyano or C₁-C₆-alkyl;or R³ and R⁴ together with the carbon atom to which they are bound forma vinyl group or a saturated, monocyclic 3- to 5-membered heterocycle orcarbocycle, wherein the heterocycle includes besides carbon atoms 1 or 2heteroatoms independently selected from N, O and S as ring member atoms;and wherein the vinyl group, the heterocycle or the carbocycle isunsubstituted or carries 1, 2, 3, 4 or up to the maximum possible numberof identical or different groups R^(3a); wherein R^(3a) is halogen,cyano or C₁-C₂-alkyl; with the exception of compounds of the formula I,wherein R³ and R⁴ are independently selected from hydrogen and methyl.8. The compound of claim 7, wherein R¹ and R² independently of eachother are selected from hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl,C₂-C₆-alkynyl, C₃-C₈-cycloalkyl, C₃-C₈-cycloalkenyl,C₃-C₈-cycloalkyl-C₁-C₄-alkyl; and wherein any of the aliphatic or cyclicgroups are unsubstituted or substituted by 1, 2, 3, 4 or up to themaximum possible number of identical or different groups R^(1a) asdefined in claim
 7. 9. The compound of claim 7, wherein R³ and R⁴independently of each other are hydrogen, fluorine or methyl.
 10. Thecompound of claim 7, wherein R³ and R⁴ are both fluorine; or R³ and R⁴together with the carbon atom to which they are bound form a vinyl groupor a 3- or 4-membered carbocyclic ring; and wherein the vinyl group orthe carbocylic ring is unsubstituted; or R³ and R⁴ together with thecarbon atom to which they are bound form a saturated 3-memberedheterocycle; wherein the heterocycle includes beside two carbon atomsone heteroatom selected from N, O and S as ring member atoms; andwherein the heterocycle is unsubstituted.
 11. The compound of claim 7,wherein A is a phenyl ring or a thiophene ring.
 12. The compound ofclaim 7, wherein L is —C(═O)—.
 13. The compound of claim 7 selected fromthe group consisting of2,2-difluoro-N-(1-methylcyclopropyl)-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamideandN-(cyanomethyl)-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide.14. An agrochemical composition, which comprises an auxiliary and atleast one compound of the formula I, or an N-oxide, or an agriculturallyacceptable salt thereof, according to claim 1.